Heterocyclic azo dyes with couplers having sulfoaralkyl groups

ABSTRACT

This invention relates to azo dyes prepared by diazotizing substituted or unsubstituted heterocyclic amines such as 2-aminothiophene and coupling with certain aniline, tetrahydroquinoline, or benzomorpholine compounds containing sulfoaralkyl groups. These dyes are particularly useful in dyeing polyamide fibers, cellulose acetate fibers and wool.

This application is a continuation-in-part of Ser. No. 310,153 filed Oct. 9, 1981, and now abandoned.

This invention concerns novel dyes which comprise heterocyclic diazo moieties and aromatic amine couplers having sulfoaralkyl groups. These dyes are substantially water soluble and are particularly useful for dyeing polyamide, wool and the like and generally exhibit excellent properties including fastness to light and dyeability.

The dyes of this invention correspond to the following general formula: ##STR1## wherein R is a heterocyclic radical selected from benzothiazol-2-yl, 2,1-benzisothiazol-3-yl, 1,3,4-thiadiazol-2-yl, 1,2,4-thiadiazol-5-yl, isothiazol-5-yl, pyrazol-5-yl, thiophen-2-yl, and thiazol-2-yl, each of which radicals may be substituted as further defined below; each R₁ and Z are selected independently from alkyl, alkoxy, alkenyl of 2-6 carbons, halogen, acylamido, and alkylthio; R₂ is selected from hydrogen, alkyl, alkenyl of 2-6 carbons, aryl, cycloalkyl, and ##STR2## and R₂ in conjunction with R₁ may form a 1,2,3,4-tetrahydroquinoline or a 2,3-dihydro-1,4-benzoxazine (benzomorpholine) ring as defined in more detail below; M is H⁺, Na⁺, K⁺, or NH₄ ; n is 1-6; and m is 0, 1 or 2.

More particularly the dyes correspond to the formula above wherein R is selected from ##STR3## wherein

Ring A may have 1-3 substituents selected from alkyl, alkoxy, thiocyano, alkylthio, cyano, carbamoyl, alkylcarbamoyl, alkoxycarbonyl, acyl, alkylsulfonyl, sulfamoyl, SO₂ NH(alkyl), SO₂ N(dialkyl), alkylsulfonamido, acylamido, halogen, trifluoromethyl, and SO₃ (aryl);

Ring B may have 1-3 substituents selected from alkyl, alkoxy, chlorine, bromine, SO₂ NH₂, SO₂ NH(alkyl), and SO₂ N(dialkyl);

Ring C may have a substituent selected from alkyl, alkoxy, halogen, alkylsulfonyl, SO₂ NH₂, SO₂ NH(alkyl), SO₂ N(dialkyl), arylsulfonyl, acylamido, aryl, arylthio, alkenylthio, cyclohexylthio, thiocyano, cyclohexylsulfonyl, alkylthio, and cyclohexyl;

Ring D may have a substituent selected from alkyl, aryl, halogen, alkylthio, cyclohexylthio, and alkylsulfonyl;

Ring E may have 1 or 2 substituents selected from alkyl, halogen, cyano, carbamoyl, CONH alkyl, alkoxycarbonyl, alkylthio, alkenylthio, arylthio cyclohexylthio, S-heterocycle, aryloxy, and alkoxy;

Ring F may have 1 or 2 substituents selected from alkyl, alkoxycarbonyl, alkylthio, aryl, cyano, carbamoyl, alkylcarbamoyl, and alkylsulfonyl, and the hydrogen on the 1-position nitrogen may be replaced with alkyl, aryl of 6-10 carbons, alkylsulfonyl, arylsulfonyl, alkanoyl, or alkoxycarbonyl;

Ring G may be substituted with 1-3 groups selected from alkyl, cyano, alkoxycarbonyl, acyl, alkylsulfonyl, arylsulfonyl, carbamoyl, alkylcarbamoyl, aryl, aroyl, halogen, sulfamoyl, hydroxyalkylcarbamoyl, alkylsulfamoyl, and formyl;

Ring H may have one or two substituents selected from alkyl, aryl, alkoxycarbonyl, carbonyl, CONH(alkyl), CON(alkyl)₂, halogen, cyano, thiocyano, alkylthio, alkylsulfonyl, arylsulfonyl, formyl, acyl, and aroyl;

and substituent A is selected from H, phenyl, phenylsulfonyl, alkanoyl, alkoxycarbonyl, alkyl, halophenyl, alkylphenyl, alkylsulfonyl, hydroxyalkyl, alkylphenylsulfonyl and cyclohexylsulfonyl.

The couplers are described more particularly by the following formulae: ##STR4## wherein R₁, Z, M, m and n are as defined above, and R₃ and R₄ are each selected from hydrogen and alkyl.

All of the above defined alkyl, alkoxy, alkylene, alkenyl and cyclic moieties in the definitions of R₁, R₂ and Z, and the thiophene ring substituents may bear up to three substituents selected from hydroxy, alkoxy, aryl, aryloxy, cyclohexyl, furyl, alkylcyclohexyl, aroyloxy, alkoxycarbonyl, alkanoyloxy, sulfamoyl, SO₂ NH(aryl), SO₂ NH(alkyl), SO₂ N(dialkyl), NHCOO(alkyl), NHCONH(alkyl), acylamido, alkylsulfonamido, succinimido, glutarimido, phthalimido, 2-pyrrolidono, cyano, carbamoyl, alkylcarbamoyl, alkoxyalkoxy, alkylthio, halogen, arylthio, alkylsulfonyl and arylsulfonyl.

The various alkyl, alkylene, alkoxy, alkanoyl and the like moieties within the above definitions of R, R₁, R₂ and Z are of 1-6 carbons, and they and the alkenyl groups may be straight or branched chain.

The dyes of this invention impart red to blue shades on fibers, particularly polyamides, and are especially useful for dyeing polyamide (nylon) carpets, exhibiting improvements in one or more properties such as fastness to light, ozone, oxides of nitrogen, pesticides, insecticides such as organophosphorous compounds (e.g. Malathion®), washing, sublimation and crocking and leveling, transfer, exhaustion and build.

The heterocyclic amines used in this invention are prepared according to procedures well known to the art. The couplers may be sulfonated prior to or after coupling, and the dye may be isolated when M is H⁺, but usually is isolated as the sodium or potassium salt. The following examples wherein moles are designated "m" will further illustrate the preparations.

EXAMPLE 1 Preparation of α-(N-Ethylanilino)-Toluenesulfonic Acid

To 30.0 g. of 100% sulfuric acid is added N-benzyl-N-ethylaniline (30.0 g) dropwise below about 50° C. To this solution is added, at 50°-60° C., 60% oleum (30.0 g.) with good stirring. The mixture is stirred and heated at about 60° C. for three hours and then drowned into 200 ml of water. The free sulfonic acid which is mostly the meta isomer with a small amount of para, precipitates on standing and is collected by filtration, washed with water, and dried. N-Benzylanilines containing groups such as alkyl, alkoxy, and halogen in the ortho, meta, or para positions of the benzyl group may be sulfonated by this procedure. The exact location of the sulfonic acid group in these cases is often not known and mixtures usually are produced.

Aromatic amines which contain N-aralkyl groups and which can be sulfonated by the above procedure include:

    ______________________________________                                         EXAMPLE NO.                                                                    ______________________________________                                         2            N--Benzyl-N--ethyl-m-toluidine                                    3            N--Benzyl-2,7-dimethyl-1,2,3,4-                                                tetrahydroquinoline                                               4            N--Benzyl-2,3-dihydro-3,6-dimethyl-                                            1,4-benzoxazine                                                   5            N--Methyl-N--(2-phenylethyl)aniline                               6            N--Ethyl-N--(4-phenylbutyl)-3-                                                 chloroaniline                                                     7            N,N--Dibenzylaniline                                              8            N--Benzyl-2,5-dimethylaniline                                     9            N--Benzyl-2-methoxy-5-methylaniline                               10           N--Benzyl-2-methoxy-5-chloroaniline                               11           N--Benzyl-N--cyclohexylaniline                                    ______________________________________                                    

EXAMPLES 12-21 Diazotization and Coupling of 2-Amino-6-methylbenzothiazole

To 150 g. of 60% acetic acid containing 10 g. of concentrated H₂ SO₄ is added 8.2 g. (0.05 m) of 2-amino-6-methylbenzothiazole at room temperature. The solution is cooled to -5° C., and a solution of 3.6 g. NaNO₂ in 20 ml of concentrated H₂ SO₄ is added below 0° C. The reaction mixture is stirred at -5° to 0° C. for 1.5 hours. Each of the couplers (0.005 m) listed below as Examples 1-10 is added to water, or a 0.005 mole aliquot of the coupler in dilute sulfuric acid is added to water, and cooled in an ice bath.

To each chilled coupler is added a 0.005 mole aliquot of the diazonium solution. The coupling mixture is treated with enough potassium acetate to neutralize the mineral acid. Water is added to the coupling mixture to a total volume of about 200 ml and the dyes collected by filtration, washed with 10% KCl solution, and dried in air. The dyes usually are admixed with about an equal weight of K₂ SO₄ and are used for dyeing without further purification to produce red shades on polyamides.

EXAMPLES 22-31 Diazotization and Coupling of 3-Amino-2,1-benzisothiazole

To 25 ml of concentrated H₂ SO₄ is added 3.6 g. of NaNO₂ portionwise below 80° C. The solution is cooled and 50 ml of 1:5 acid (1 part propionic, 5 parts acetic acid) is added below 20° C. The mixture is further cooled and 3-amino-2,1-benzisothiazole (7.5 g., 0.05 m) is added, followed by 50 ml of 1:5 acid, all at 0°-5° C. The diazonium, after stirring at 0°-5° C. for 1 hr., is coupled to each of the couplers of Examples 1-10 in a similar manner as above to produce violet to reddish blue dyes for polyamides.

EXAMPLES 32-41 Diazotization and Coupling of 2-Amino-5-ethylthio-1,3,4-thiadiazole

Sodium nitrite (3.6 g.) is added portionwise to 25 ml of concentrated H₂ SO₄. The solution is cooled and 100 ml of 1:5 acid is added below 15° C. The mixture is cooled and 8.05 g. (0.05 m) of 2-amino-5-ethylthio-1,3,4-thiadiazole is added below 10° C. After stirring at 0°-5° C. for two hrs., a 0.005 m aliquot of the diazonium salt is coupled to 0.005 m of each of the couplers of Examples 1-10 to produce red dyes for polyamides.

EXAMPLES 42-51 Diazotization of 5-Amino-3-ethylthio-1,2,4-thiadiazole

5-Amino-3-ethylthio-1,2,4-thiadiazole (8.05 g., 0.05 m) is diazotized exactly as described in Examples 28-37 and a 0.005 m aliquot coupled to a 0.005 m portion of each of the couplers of Examples 1-10 in the manner previously illustrated.

EXAMPLES 52-61 Diazotization of 5-Amino-3-methyl-4-cyanoisothiazole

To 25 ml of concentrated H₂ SO₄ is added 3.6 g. of NaNO₂ allowing the temperature to rise. The solution is cooled and 50 ml of 1:5 acid is added below 10° C. Stirring is continued and 6.95 g. (0.05 m) of 5-amino-3-methyl-4-cyanoisothiazole is added below 5° C., followed by an additional 50 ml of 1:5 acid. After stirring at 0°-5° C. for two hrs., a 0.005 m aliquot of the diazonium salt is coupled to 0.005 m of each of the couplers of Examples 1-10 as previously described to produce rubine to violet dyes for polyamides.

EXAMPLES 62-71 Diazotization of 5-Amino-4-carbomethoxypyrazole

Nitrosyl sulfuric acid is prepared by adding 3.6 g. NaNO₂ to 25 ml of concentrated H₂ SO₄. The solution is cooled and 100 ml of 1:5 acid is added below 20° C. After further cooling, 5-amino-4-carbomethoxypyrazole (7.05 g., 0.05 m) is added at 0°-5° C. and stirring continued for two hrs. A 0.005 m aliquot of the diazonium solution is coupled to 0.005 m of each of the couplers of Examples 1-10 in the manner previously described to produce red dyes for polyamides.

EXAMPLES 72-81 Diazotization of 2-Amino-3-carbomethoxy-5-isobutyrylthiophene

To 150 g. of 60% aqueous acetic acid is added 11.35 g. (0.05 m) of 2-amino-3-carbomethoxy-5-isobutyrylthiophene at room temperature. Ten grams of concentrated H₂ SO₄ is added and the mixture cooled to 0° C. A solution of 3.6 g NaNO₂ in 25 ml of conc. H₂ SO₄ is added below 10° C. and stirring continued for 1 hr. at 0°-5° C. A 0.005 m aliquot of this diazonium salt is coupled to a 0.005 m portion of each of the couplers of Examples 1-10 as previously illustrated to produce violet to reddish-blue dyes for polyamides.

EXAMPLES 82-91 Diazotization of 2-amine-5-carbethoxy-4-methylthiazole

Sodium nitrite (3.6 g.) is added portionwise to 25 ml of concentrated H₂ SO₄. The solution is cooled and 100 ml of 1:5 acid is added below 15° C. The mixture is cooled and 9.31 g (0.05 m) of 2-amino-5-carbethoxy-4-methylthiazole is added below 10° C. After stirring at 0°-5° C. for two hrs., a 0.005 m aliquot of the diazonium salt is coupled to 0.005 m of each of the couplers of Examples 1-10 to produce red to violet dyes for polyamide fibers.

METHOD II EXAMPLE 92 Preparation of Intermediate Dye

Sodium nitrite (0.72 g) is added portionwise to 5 ml of concentrated H₂ SO₄. The solution is cooled and 20 ml of 1:5 acid is added below 15° C. The mixture is cooled and 1.61 g. (0.01 m) of 2-amino-5-ethylthio-1,3,4-thiadiazole is added below 10° C. After stirring at 0°-5° C. for two hrs., the diazonium solution is added to a chilled solution of N-benzyl-N-ethylaniline (0.01 m) dissolved in 40 ml. of 1:5 acid. The solution is kept cold and ammonium acetate added until neutral to Congo Red test paper. After allowing to stand for 1 hr., the coupling mixture is diluted with water, and the dye is filtered, washed, and dried in air.

EXAMPLE 93 Sulfonation of Dye Containing N-(Aralkylamino) Group

A portion of the dye from Example 92 (1.5 g) is added portionwise to 15 ml. of concentrated H₂ SO₄ over 20 min., allowing the temperature to rise to 30° C. The reaction mixture is then heated at 70° C., when the reaction is completed as evidenced by thin-layer chromatography. After the reaction mixture is drowned on ice-water mixture, 50% NaOH is added until the pH is about 7. The dye is collected by filtration, washed with water, and dried in air. The structure is as follows: ##STR5## The dye produces bright orange shades on polyamide and has good fastness properties.

                                      TABLE I                                      __________________________________________________________________________      ##STR6##                                                                      Substituents on                                                                Ring A     (R.sub.1).sub.m                                                                           R.sub.2       Z      n M                                 __________________________________________________________________________     None       None       C.sub.2 H.sub.5                                                                              H      1 K.sup.+                           "          "          C.sub.6 H.sub.11                                                                             "      " "                                 "          "          C.sub.6 H.sub.5                                                                              "      " "                                 "          3CH.sub.3  C.sub.2 H.sub.5                                                                              "      " "                                 "          "          CH.sub.2 C.sub.6 H.sub.5                                                                     "      " "                                 "          "          CH.sub.2 CH.sub.2 OCH.sub.3                                                                  "      " "                                 "          "          CH.sub.2 CH.sub.2 CONH.sub.2                                                                 "      " "                                 "          "          CH.sub.2 CH.sub.2 Cl                                                                         "      " "                                 "          3-NHCOCH.sub.3                                                                            C.sub.2 H.sub.5                                                                              "      " "                                 "          2-CH.sub.35-NHCOCH.sub.3                                                                  H             "      " "                                 "          2-OCH.sub.35-CH.sub.3                                                                     "             "      " "                                 "          2-Cl       "             "      " "                                 "          2-CH.sub.3 "             "      " "                                 "          2,5-di-Cl  "             "      " "                                 "          2-OCH.sub.35-Cl                                                                           "             "      " "                                 6-CH.sub.3 2-OCH.sub.35-CH.sub.3                                                                     "             "      " "                                 "          2,5-di-CH.sub.3                                                                           "             4-CH.sub.3                                                                            " Na.sup.+                            "        3-CH.sub.3                                                                                 ##STR7##     3-CH.sub.3                                                                            " "                                   "        3-CH.sub. 3                                                                                ##STR8##     2-CH.sub.3                                                                            " "                                   "        3-CH.sub.3                                                                                 ##STR9##     2,5-di-CH.sub.3                                                                       " NH.sub.4.sup.+                      "        3-CH.sub.3 CH.sub.2 CH.sub.2 NHSO.sub.2 CH.sub.3                                                        4-OCH.sub.3                                                                           " "                                 "          3-CH.sub.3 CH.sub.2 CH.sub.2 CH.sub.2 NHCOCH.sub.3                                                      2-Cl   " "                                 6-OCH.sub.3                                                                               None       CH.sub.3      3-NHCOCH.sub.3                                                                        " "                                 "          3-CH.sub.3 CH.sub.2 CH(CH.sub.3).sub.2                                                                  3-OCH.sub.3                                                                           " "                                 "          "          CH.sub.2 C.sub.6 H.sub.11                                                                    3-Br   " "                                 "          "          CH.sub.2 CH.sub.2 OC.sub.6 H.sub.5                                                           4-Br   " "                                 6-Cl       "          CH(CH.sub.3).sub.2                                                                           2,5-di-Cl                                                                             " "                                 "          H          CH.sub.2 CH.sub.3                                                                            4-C.sub.2 H.sub.5                                                                     " K.sup.+                           "          "          CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub. 2 OC.sub.2                                 H.sub.5       4-C.sub.4 H.sub.9n                                                                    " "                                 5,6-di-Cl  3-CH.sub.3 CH.sub.2 CH.sub.3                                                                            2-C.sub.2 H.sub.5                                                                     " "                                 6-SO.sub.2 CH.sub.3                                                                       "          "             H      2 "                                 6-CN       "          "             "      " "                                 6-CONH.sub.2                                                                              "          "             "      " "                                 6-COCH.sub.3                                                                              3-NHCOC.sub.6 H.sub.5                                                                     "             "      " "                                 6-COC.sub.6 H.sub.5                                                                       3-NHCONHC.sub.2 H.sub.5                                                                   "             "      " "                                 6-COOC.sub.2 H.sub.5                                                                      3-NHCOCH.sub.2 OCH.sub.3                                                                  "             "      " "                                 6-SO.sub.2 NH.sub.2                                                                       3-NHCOC.sub.6 H.sub.11                                                                    "             "      " "                                 6-SO.sub.2 N(CH.sub.3).sub.2                                                              3-NHCOOC.sub.2 H.sub.5                                                                    "             "      " "                                 6-SO.sub.2 NHC.sub.2 H.sub.4 OCH.sub.3                                                    3-NHCOCH.sub.2 CN                                                                         "             "      " "                                 6-NHCOCH.sub.3                                                                            "          "             "      " "                                 4-CF.sub.3 None       "             "      " "                                 6-SO.sub.3 C.sub.6 H.sub.5                                                                "          "             "      " "                                 6-OC.sub.2 H.sub.5                                                                        3-CH.sub.3 "             2-CH.sub.3                                                                            " "                                 "          "          "             3-CH.sub.3                                                                            " "                                 "          "          "             4-CH.sub.3                                                                            " "                                 "          "          "             2,5-di-CH.sub.3                                                                       " "                                 "          "          "             2-Cl   " "                                 6-SCH.sub.3                                                                               "          "             3-Cl   " "                                 6-SCN      "          "             4-Cl   " "                                 6-CH.sub.3 "          "             2-OCH.sub.3                                                                           " "                                 "          "          "             3-OCH.sub.3                                                                           " "                                 "          "          "             4-OCH.sub.3                                                                           " "                                 "          3-NHCOC.sub.6 H.sub.5                                                                     "             H      3 "                                 "          3-NHCOOC.sub.2 H.sub.5                                                                    "             "      4 "                                 "          3-CH.sub.3 "             "      5 Na                                "          "          "             "      6 "                                 __________________________________________________________________________

                                      TABLE 2                                      __________________________________________________________________________      ##STR10##                                                                     Substituents on                                                                Ring A    (R.sub.1).sub.m                                                                          R.sub.3                                                                           R.sub.4                                                                              Z     n M                                         __________________________________________________________________________     None      None      CH.sub.3                                                                          CH.sub.3                                                                             H     1 K.sup.+                                   "         "         H  CH.sub.3                                                                             "     " "                                         "         7-CH.sub.3                                                                               "  "     "     " "                                         "         "         CH.sub.3                                                                          "     "     " "                                         "         7-CH.sub.3                                                                               H  CH(CH.sub.3).sub.2                                                                   "     " "                                         "         7-OCH.sub.3                                                                              "  CH.sub.3                                                                             "     " "                                         "         5-OCH.sub.3, 8-CH.sub.3                                                                  "  "     "     " "                                         "         5,8-di-OCH.sub.3                                                                         "  "     "     " "                                         "         5,8-di-CH.sub.3                                                                          "  "     "     " "                                         "         7-Cl      "  "     "     " "                                         "         5,8-di-Cl "  "     "     " "                                         6-CH.sub.3                                                                               None      "  "     "     " "                                         "         5-OCH.sub.3, 8-CH.sub.3                                                                  CH.sub.3                                                                          "     "     " Na.sup.+                                  "         7-NHCHO   "  "     "     " "                                         "         7-NHCOCH.sub.3                                                                           "  "     "     " "                                         "         7-NHCOCH.sub.2 OCH.sub.3                                                                 "  "     H     2 "                                         "         7-NHCOOC.sub.2 H.sub.5                                                                   "  "     "     " "                                         "         7-NHCOC.sub.6 H.sub.5                                                                    "  "     "     " "                                         "         7-NHCONHC.sub.2 H.sub.5                                                                  "  "     "     " K.sup.+                                   "         7-NHCOC.sub.6 H.sub.11                                                                   "  "     "     " "                                         6-OCH.sub.3                                                                              None      "  "     "     " "                                         "         7-CH.sub.3                                                                               H  "     "     " "                                         "         "         "  H     "     " "                                         6-OCH.sub.2 CH.sub.3                                                                     "         "  CH.sub.3                                                                             "     " "                                         6-SCH.sub.3                                                                              "         "  "     "     " "                                         6-SCN     "         "  "     "     " "                                         6-SO.sub.2 NH.sub.2                                                                      "         "  "     "     " "                                         6-SO.sub.2 NHC.sub.4 H.sub.9n                                                            "         "  "     "     " "                                         6-SO.sub.2 N(CH.sub.3).sub.2                                                             7-OCH.sub.3                                                                              "  "     "     " "                                         6-SO.sub.3 C.sub.6 H.sub.5                                                               7-CH.sub.3                                                                               "  "     "     " "                                         6-CN      "         "  "     "     " "                                         6-CONH.sub.2                                                                             "         "  "     "     " "                                         4-COOCH.sub.3                                                                            "         "  "     "     " "                                         6-COCH.sub.3                                                                             "         "  "     "     " "                                         6-COC.sub.6 H.sub.5                                                                      "         "  "     "     " "                                         6-Cl      None      "  "     "     " "                                         5,6-di-Cl "         "  "     4-CH.sub.3                                                                           1 "                                         4-Br      "         "  "     3-CH.sub.3                                                                           " "                                         4-CF      "         "  "     2-CH.sub.3                                                                           " "                                         6-NHCOCH.sub.3                                                                           7-CH.sub.3                                                                               "  "     4-OCH.sub.3                                                                          " "                                         6-SO.sub.2 CH.sub.3                                                                      "         "  "     2-Cl  " "                                         6-CH.sub.3                                                                               "         "  "     2,5-di-CH.sub.3                                                                      " "                                         "         "         "  "     4-C.sub.4 H.sub.9n                                                                   " "                                         "         "         "  "     4-CH.sub.3                                                                           2 "                                         "         "         "  "     H     3 "                                         "         "         "  "     "     4 "                                         "         "         "  "     "     5 "                                         None      "         "  "     "     6 "                                         6-SC.sub.2 H.sub.4 CN                                                                    "         "  "     "     1 "                                         6-NHCOCH.sub.2 CN                                                                        "         "  "     "     1 "                                         6-CH.sub.3                                                                               "         "  "     4-CH.sub.3                                                                           4 Na.sup.+                                  "         "         "  "     4-Cl  4 "                                         "         "         "  "     4-OCH.sub.3                                                                          4 "                                         "         "         "  "     2,5-di-Cl                                                                            3 "                                         "         "         "  "     4-CH.sub.3                                                                           5 "                                         "         "         "  "     2-Cl  6 "                                         6-COOC.sub.2 H.sub.4 OCH.sub.3                                                           "         "  "     3-Cl  6 "                                         __________________________________________________________________________

                                      TABLE 3                                      __________________________________________________________________________      ##STR11##                                                                     Substituents on                                                                Ring A      (R.sub.1).sub.m                                                                          R.sub.3                                                                            Z       n M                                          __________________________________________________________________________     None        None      H   H       1 Na.sup.+                                   "           6-CH.sub.3                                                                               "   "       " "                                          "           "         3-CH.sub.3                                                                         "       " "                                          "           6-OCH.sub.3                                                                              "   "       " "                                          6-CH.sub.3  "         H   "       " "                                          "           6-CH.sub.3                                                                               3-CH.sub.3                                                                         "       " "                                          4-CH.sub.3  "         "   "       " "                                          4-Cl        "         "   "       " "                                          4-CF.sub.3  "         "   "       " "                                          4,7-di-CH.sub.3                                                                            "         "   "       " "                                          4,7-di-Cl   "         "   "       " "                                          4-OCH.sub.3, 7-Cl                                                                          "         "   "       " "                                          4-OCH.sub.3, 5-CH.sub.3                                                                    "         "   "       " "                                          6-OCH.sub.3 "         "   "       " "                                          "           6-NHCOCH.sub.3                                                                           "   "       " "                                          "           6-NHCOC.sub.6 H.sub.5                                                                    "   "       " "                                          "           6-NHCOC.sub.4 H.sub.9n                                                                   "   "       " "                                          "           6-NHCONHC.sub.2 H.sub.5                                                                  "   "       " "                                          "           6-NHCOCH.sub.2 OCH.sub.3                                                                 "   "       " "                                          6-OC.sub.4 H.sub.9n                                                                        6-NHCOCH.sub.2 CN                                                                        "   "       " "                                          6-SCH.sub.3 6-CH.sub.3                                                                               "   "       " Na.sup.+                                   6-SCN       "         "   "       " "                                          6-SO.sub.2 CH.sub.3                                                                        "         "   "       " "                                          6-SO.sub.2 NH.sub.2                                                                        "         "   "       " "                                          6-SO.sub.2 NHC.sub.2 H.sub.5                                                               "         "   "       " "                                          6-SO.sub.2 N(C.sub.2 H.sub.5).sub.2                                                        "         "   "       " "                                          6-SO.sub.2 NHC.sub.2 H.sub.4 OCH.sub.3                                                     "         "   "       " "                                          6-SO.sub.3 C.sub.6 H.sub.5                                                                 "         "   "       " "                                          5,6-di-Cl   "         "   "       " "                                          "           6-NHCHO   "   "       " "                                          6-CN        6-CH.sub.3                                                                               "   "       " "                                          6-CONH.sub.2                                                                               "         "   "       " "                                          6-COOC.sub.2 H.sub.5                                                                       "         "   "       " "                                          6-COCH.sub.3                                                                               "         "   "       " "                                          6-COC.sub.6 H.sub.5                                                                        "         "   "       " "                                          4-Br6-SO.sub.2 CH.sub.3                                                                    "         "   "       " "                                          6-SCH.sub.2 CH.sub.2 CN                                                                    "         "   "       " "                                          6-SO.sub.2 CH.sub.2 CH.sub.2 CN                                                            "         "   2-CH.sub.3                                                                             " "                                          6-CH.sub.3  "         "   2-Cl    " "                                          "           "         "   4-OCH.sub.3                                                                            " "                                          "           "         "   3-CH.sub.3                                                                             " "                                          "           "         "   2,5-di-Cl                                                                              " "                                          "           "         "   H       2 "                                          "           "         "   "       3 "                                          "           "         "   "       4 "                                          "           "         "   "       5 "                                          "           "         "   "       6 "                                          "           "         "   2-CH.sub.3                                                                             2 "                                          "           "         "   3-CH.sub.3                                                                             2 "                                          "           "         "   4-CH.sub.3                                                                             2 "                                          "           "         "   2-Cl    3 "                                          "           "         "   3-Cl    4 "                                          "           "         "   4-Cl    5 "                                          "           "         "   4-OCH.sub.3                                                                            2 "                                          "           "         "   4-OC.sub.2 H.sub.5                                                                     2 "                                          6-COOCH.sub.2 CH.sub.2 OC.sub.2 H.sub.5                                                    "         "   4-OC.sub.4 H.sub.9n                                                                    2 "                                          "           "         "   4-OCH(CH.sub.3).sub.2                                                                  2 "                                          __________________________________________________________________________

                                      TABLE 4                                      __________________________________________________________________________      ##STR12##                                                                     Substituents on                                                                Ring B     (R.sub.1).sub.m                                                                           R.sub.2       Z   n M                                    __________________________________________________________________________     6-CH.sub.3 None       C.sub.2 H.sub.5                                                                              H   1 K.sup.+                              None       "          C.sub.6 H.sub.11                                                                             "   " "                                    "          "          C.sub.6 H.sub.5                                                                              "   " "                                    6-CH.sub.3 3CH.sub.3  C.sub.2 H.sub.5                                                                              "   " "                                    None       "          CH.sub.2 C.sub.6 H.sub.5                                                                     "   " "                                    "          "          CH.sub.2 CH.sub.2 OCH.sub.3                                                                  "   " "                                    "          "          CH.sub.2 CH.sub.2 CONH.sub.2                                                                 "   " "                                    "          "          CH.sub.2 CH.sub.2 Cl                                                                         "   " "                                    "          3-NHCOCH.sub.3                                                                            C.sub.2 H.sub.5                                                                              "   " "                                    "          2-CH.sub.35-NHCOCH.sub.3                                                                  H             "   " "                                    6-OCH.sub.3                                                                               2-OCH.sub.35-CH.sub.3                                                                     "             "   " "                                    "          2-Cl       "             "   " "                                    None       2-CH.sub.3 "             "   " "                                    "          2,5-di-Cl  "             "   " "                                    "          2-OCH.sub.35-Cl                                                                           "             "   " "                                    6-CH.sub.3 2-OCH.sub.35-CH.sub.3                                                                     "             "   " "                                    None       2,5-di-CH.sub.3                                                                           "             "   " Na.sup.+                               "        3-CH.sub.3                                                                                 ##STR13##    "   " "                                      "        3-CH.sub.3                                                                                 ##STR14##    "   " "                                      "        3-CH.sub.3                                                                                 ##STR15##    "   " NH.sub.4                               "        3-CH.sub.3                                                                                 ##STR16##    "   " K.sup.+                                "        3-CH.sub.3 CH.sub.2 CH.sub.2 NHSO.sub.2 CH.sub.3                                                        "   " "                                    "          3-CH.sub.3 CH.sub.2 CH.sub.2 CH.sub.2 NHCOCH.sub.3                                                      "   " "                                    5-Cl       None       CH.sub.3      "   " "                                    5-Br       3-CH.sub.3 CH.sub.2 CH(CH.sub.3).sub.2                                                                  "   " "                                    6-SO.sub.2 NH.sub.2                                                                       "          CH.sub.2 C.sub.6 H.sub.11                                                                    "   " "                                    6-SO.sub.2 NHC.sub.2 H.sub.5                                                              "          CH.sub.2 CH.sub.2 OC.sub.6 H.sub.5                                                           "   " "                                    6-SO.sub.2 N(CH.sub. 3).sub.2                                                             "          CH(CH.sub.3).sub.2                                                                           "   " "                                    6-SO.sub.2 NHC.sub.3 H.sub.6 OCH.sub.3                                                    H          CH.sub.2 CH.sub.3                                                                            2-CH.sub.3                                                                         1 K.sup.+                              5-Cl       "          CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 OC.sub.2                                  H.sub.5       3-CH.sub.3                                                                         " "                                    "          3-CH.sub.3 CH.sub.2 CH.sub.3                                                                            4-CH.sub.3                                                                         " "                                    "          "          "             2-Cl                                                                               " "                                    "          "          "             3-Cl                                                                               " "                                    "          "          "             H   2 "                                    None       3-NHCOC.sub.6 H.sub.5                                                                     "             "   " "                                    "          3-NHCONHC.sub.2 H.sub.5                                                                   "             "   " "                                    "          3-NHCOCH.sub.2 OCH.sub.3                                                                  "             "   " "                                    "          3-NHCOC.sub.6 H.sub.11                                                                    "             "   " "                                    "          3-NHCOOC.sub.2 H.sub.5                                                                    "             "   " "                                    "          3-NHCOCH.sub.2 CN                                                                         "             "   " "                                    6-SO.sub.2 NHCH.sub.3                                                                     "          "             "   " "                                    "          None       "             "   3 "                                    "          "          "             "   4 "                                    None       3-CH.sub.3 "             "   5 "                                    "          "          "             "   6 "                                    "          "          "             2-CH.sub.3                                                                         2 "                                    "          "          "             3-CH.sub.3                                                                         3 "                                    "          "          "             2-Cl                                                                               4 "                                    "          "          "             3-Cl                                                                               5 "                                    "          "          "             4-Cl                                                                               6 "                                    __________________________________________________________________________

                                      TABLE 5                                      __________________________________________________________________________      ##STR17##                                                                     Substituents on                                                                Ring B     (R.sub.1).sub.m                                                                          R.sub.3                                                                           R.sub.4                                                                              Z      n M                                       __________________________________________________________________________     6-CH.sub.3 None      CH.sub.3                                                                          CH.sub.3                                                                             H      1 K.sup.+                                 "          "         H  CH.sub.3                                                                             "      " "                                       "          7-CH.sub.3                                                                               "  "     "      " "                                       "          "         CH.sub.3                                                                          "     "      " "                                       "          7-CH.sub.3                                                                               H  CH(CH.sub.3).sub.2                                                                   "      " "                                       None       7-OCH.sub.3                                                                              "  CH.sub.3                                                                             "      " "                                       "          5-OCH.sub.3, 8-CH.sub.3                                                                  "  "     "      " "                                       "          5,8-di-OCH.sub.3                                                                         "  "     "      " "                                       "          5,8-di-CH.sub.3                                                                          "  "     "      " "                                       "          7-Cl      "  "     "      " "                                       "          5,8-di-Cl "  "     "      " "                                       "          None      "  "     "      " Na.sup.+                                "          5-OCH.sub.3, 8-CH.sub.3                                                                  CH.sub.3                                                                          "     "      " "                                       "          7-NHCHO   "  "     "      " "                                       "          7-NHCOCH.sub.3                                                                           "  "     "      " "                                       "          7-NHCOCH.sub.2 OCH.sub.3                                                                 "  "     "      " "                                       "          7-NHCOOC.sub.2 H.sub.5                                                                   "  "     "      " "                                       "          7-NHCOC.sub.6 H.sub.5                                                                    "  "     "      " "                                       "          7-NHCONHC.sub.2 H.sub.5                                                                  "  "     "      " K.sup.+                                 "          7-NHCOC.sub.6 H.sub.11                                                                   "  "     "      " "                                       5-Cl       None      "  "     "      " "                                       "          7-CH.sub.3                                                                               H  "     "      " "                                       "          "         "  H     "      " "                                       "          "         "  CH.sub.3                                                                             "      " "                                       5-Br       "         "  "     "      " "                                       6-SO.sub.2 NH.sub.2                                                                       "         "  "     "      " "                                       6-SO.sub.2 NHC.sub.2 H.sub.5                                                              "         "  "     "      " "                                       6-SO.sub.2 N(CH.sub.3).sub.2                                                              "         "  "     "      " "                                       6-SO.sub.2 N(CH.sub.3)C.sub.2 H.sub.4 OH                                                  7-OCH.sub.3                                                                              "  "     "      " "                                       6-SO.sub.2 NHC.sub.3 H.sub.6 OCH.sub.3                                                    7-CH.sub.3                                                                               "  "     "      " "                                       6-OCH.sub.3                                                                               "         "  "     "      " "                                       "          "         "  "     2-CH.sub.3                                                                            " "                                       "          "         "  "     3-CH.sub.3                                                                            " "                                       5-Cl       "         "  "     4-CH.sub.3                                                                            " "                                       "          "         "  "     2-Cl   " "                                       "          None      "  "     3-Cl   " "                                       "          "         "  "     4-OCH.sub.3                                                                           1 "                                       "          "         "  "     4-OC.sub.4 H.sub.9n                                                                   " "                                       "          "         "  "     2,5-di-CH.sub.3                                                                       " "                                       "          7-CH.sub.3                                                                               "  "     H      2 "                                       "          "         "  "     "      3 "                                       None       "         "  "     "      4 "                                       "          "         "  "     "      5 "                                       "          "         "  "     "      6 "                                       __________________________________________________________________________

                                      TABLE 6                                      __________________________________________________________________________      ##STR18##                                                                     Substituents on                                                                Ring B     (R.sub.1).sub.m                                                                           R.sub.3                                                                             Z    n  M                                           __________________________________________________________________________     None       None       H    H    1  Na.sup.+                                    "          6-CH.sub.3 "    "    "  "                                           6-CH.sub.3 "          3-CH.sub.3                                                                          "    "  "                                           "          6-OCH.sub.3                                                                               "    "    "  "                                           None       "          H    "    2  "                                           "          6-CH.sub.3 3-CH.sub.3                                                                          "    3  "                                           "          "          "    "    4  "                                           "          "          "    "    5  "                                           "          "          "    "    6  "                                           "          "          "    2-CH.sub.3                                                                          1  "                                           "          "          "    3-CH.sub.3                                                                          2  "                                           "          "          "    4-CH.sub.3                                                                          2  "                                           "          "          "    2-Cl 1  "                                           "          "          "    3-Cl 2  "                                           "          6-NHCOCH.sub.3                                                                            "    4-Cl 4  K.sup.+                                     "          6-NHCOC.sub.6 H.sub.5                                                                     "    "    1  "                                           "          6-NHCOC.sub.4 H.sub.9n                                                                    "    "    "  "                                           "          6-NHCONHC.sub.2 H.sub.5                                                                   "    "    "  "                                           5-Br       6-NHCOCH.sub.2 OCH.sub.3                                                                  "    "    "  "                                           6-OCH.sub.3                                                                               6-NHCOCH.sub.2 CN                                                                         "    "    "  "                                           6-SO.sub.2 NH.sub.2                                                                       6-CH.sub.3 "    "    "  Na.sup.+                                    6-SO.sub.2 NHC.sub.4 H.sub.9 n                                                            "          "    "    "  "                                           6-SO.sub.2 NHC.sub.3 H.sub.6 OCH.sub.3                                                    "          "    "    "  "                                           6-SO.sub.2 N(C.sub.2 H.sub.5).sub.2                                                       "          "    "    "  "                                           6-SO.sub.2 N(C.sub.2 H.sub.4 OH).sub.2                                                    "          "    "    "  "                                           6-SO.sub.2 NHC.sub.6 H.sub.11                                                             "          "    "    "  "                                           6-SO.sub.2 N(CH.sub.3)C.sub.2 H.sub.4 OH                                                  "          "    "    "  "                                           5-Cl       "          "    "    "  "                                           "          "          "    "    "  "                                           "          6-NHCHO    "    "    "  "                                           "          6-CH.sub.3 "    "    "  "                                           __________________________________________________________________________

                                      TABLE 7                                      __________________________________________________________________________      ##STR19##                                                                     Substituents on                                                                Ring C       (R.sub.1).sub.m                                                                           R.sub.2       Z      n M                               __________________________________________________________________________     5-CH.sub.3   None       C.sub.2 H.sub.5                                                                              H      1 K.sup.+                         5-Cl         "          C.sub.6 H.sub.11                                                                             "      " "                               5-CH.sub.2 CH(CH.sub.3).sub.2                                                               "          C.sub.6 H.sub.5                                                                              "      " "                               5-C.sub.6 H.sub.5                                                                           3CH.sub.3  C.sub.2 H.sub.5                                                                              "      " "                               5-C.sub.6 H.sub.11                                                                          "          CH.sub.2 C.sub.6 H.sub.5                                                                     "      " "                               5-C.sub.6 H.sub.4p-Cl                                                                       "          CH.sub.2 CH.sub.2 OCH.sub.3                                                                  "      " "                               5-C.sub.6 H.sub.4 OCH.sub.3                                                                 "          CH.sub.2 CH.sub.2 CONH.sub.2                                                                 "      " "                               5-C.sub.6 H.sub.4m-OCH.sub.3                                                                "          CH.sub.2 CH.sub.2 Cl                                                                         "      " "                               5-SCH.sub.3  3-NHCOCH.sub.3                                                                            C.sub.2 H.sub.5                                                                              "      " "                               "            2-CH.sub.35-NHCOCH.sub.3                                                                  H             "      " "                               "            2-OCH.sub.35-CH.sub.3                                                                     "             "      " "                               "            2-Cl       "             "      " "                               "            2-CH.sub.3 "             "      " "                               "            2,5-di-Cl  "             "      " "                               "            2-OCH.sub.35-Cl                                                                           "             "      " "                               "            2-OC.sub.2 H.sub.55-CH.sub.3                                                              "             "      " "                               5-OC.sub.2 H.sub.5                                                                          2,5-di-CH.sub.3                                                                           "             "      " Na.sup.+                          5-SC.sub.2 H.sub.5                                                                        3-CH.sub.3                                                                                 ##STR20##    "      " "                                 "          3-CH.sub.3                                                                                 ##STR21##    "      " "                                 "          3-CH.sub.3                                                                                 ##STR22##    "      " NH.sub.4.sup.+                    "          3-CH.sub.3                                                                                 ##STR23##    "      " K.sup.+                           "          3-CH.sub.3 CH.sub.2 CH.sub.2 NHSO.sub.2 CH.sub.3                                                        "      " "                               "            3-CH.sub.3 CH.sub.2 CH.sub.2 CH.sub.2 NHCOCH.sub.3                                                      "      " "                               "            None       CH.sub.3      "      " "                               5-Cl         3-CH.sub.3 CH.sub.2 CH(CH.sub.3).sub.2                                                                  "      " "                               5-SO.sub.2 CH.sub.3                                                                         "          CH.sub.2 C.sub.6 H.sub.11                                                                    "      " "                               5-OC.sub.4 H.sub.9n                                                                         "          CH.sub.2 CH.sub.2 OC.sub.6 H.sub.5                                                           "      " "                               5-SCH.sub.2 CH.sub.2 OH                                                                     "          CH(CH.sub.3).sub.2                                                                           "      " "                               5-SCH.sub.2 CH.sub.2 COOCH.sub.3                                                            H          CH.sub.2 CH.sub.3                                                                            "      " K.sup.+                          ##STR24##   "          CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 OC.sub.2                                  H.sub.5       "      " "                                 5-SCH.sub.2 SC.sub.6 H.sub.5                                                              3-CH.sub.3 CH.sub.2 CH.sub.3                                                                            2-CH.sub.3                                                                            " "                               5-SO.sub.2 CH.sub.3                                                                         "          "             3-CH.sub.3                                                                            " "                               5-SO.sub.2 NH.sub.2                                                                         "          "             4-CH.sub.3                                                                            " "                               5-SO.sub.2 NHC.sub.2 H.sub.5                                                                "          "             2-Cl   " "                               5-SCN        3-NHCOC.sub.6 H.sub.5                                                                     "             3-Cl   " "                               5-SO.sub.2 N(CH.sub.3).sub.2                                                                3-NHCONHC.sub.2 H.sub.5                                                                   "             4-Cl   " "                               5-SO.sub.3 (C.sub.6 H.sub.5)                                                                3-NHCOCH.sub.2 OCH.sub.3                                                                  "             2,5-di-Cl                                                                             " "                               5-SCH.sub.2 CHCH.sub.2                                                                      3-NHCOC.sub.6 H.sub.11                                                                    "             2,5-di-CH.sub.3                                                                       " "                               5-SCH.sub.2 CH.sub.2 OCH.sub.3                                                              3-NHCOOC.sub.2 H.sub.5                                                                    "             2-OCH.sub.3                                                                           " "                                ##STR25##   3-NHCOCH.sub.2 CN                                                                         "             3-NHCOCH.sub.3                                                                        " "                                 5-SC.sub.6 H.sub.11                                                                       "          "             4-OCH.sub.3                                                                           " "                               5-SC.sub.6 H.sub.5                                                                          None       "             4-OCH(CH.sub.3).sub.2                                                                 " "                               5-SO.sub.2 C.sub.6 H.sub.5                                                                  "          "             4-OC.sub.4 H.sub.9n                                                                   " "                               5-I          3-CH.sub.3 "             H      2 "                               5-Br         "          "             "      3 "                                ##STR26##   "          "             "      4 "                                 5-SCH.sub.2 CH.sub.2 NHSO.sub.2 CH.sub.3                                                  "          "             "      5 "                               5-SCH.sub.2 CH.sub.2 NHCOCH.sub.3                                                           "          "             "      6 "                               __________________________________________________________________________

                                      TABLE 8                                      __________________________________________________________________________      ##STR27##                                                                     Substituents on                                                                Ring C      (R.sub.1).sub.m                                                                          R.sub.3                                                                           R.sub.4                                                                              Z      n M                                      __________________________________________________________________________     None        None      CH.sub.3                                                                          CH.sub.3                                                                             H      1 K.sup.+                                "           "         H  CH.sub.3                                                                             "      " "                                      "           7-CH.sub.3                                                                               "  "     "      " "                                      5-CH.sub.3  "         CH.sub.3                                                                          "     "      " "                                      5-CH.sub.2 CH.sub.3                                                                        7-CH      H  CH(CH.sub.3).sub.2                                                                   "      " "                                      5-CH(CH.sub.3).sub.2                                                                       7-OCH.sub.3                                                                              "  CH.sub.3                                                                             "      " "                                      5-CH.sub.2 CH(CH.sub.3).sub.2                                                              5-OCH.sub.3, 8-CH.sub.3                                                                  "  "     "      " "                                      5-C.sub.6 H.sub.5                                                                          5,8-di-OCH.sub.3                                                                         "  "     "      " "                                      5-C.sub.6 H.sub.11                                                                         5,8-di-CH.sub.3                                                                          "  "     "      " "                                      5-C.sub.6 H.sub.4o-Cl                                                                      7-Cl      "  "     "      " "                                      5-C.sub.6 H.sub.4m-CH.sub.3                                                                5,8-di-Cl "  "     "      " "                                      5-C.sub.6 H.sub.4p-OCH.sub.3                                                               None      "  "     "      " Na.sup.+                               5-OC.sub.2 H.sub.5                                                                         5-OCH.sub.3, 8-CH.sub.3                                                                  CH.sub.3                                                                          "     "      " "                                      "           7-NHCHO   "  "     "      " "                                      "           7-NHCOCH.sub.3                                                                           "  "     "      " "                                      "           7-NHCOCH.sub.2 OCH.sub.3                                                                 "  "     "      " "                                      "           7-NHCOOC.sub.2 H.sub.5                                                                   "  "     "      " "                                      "           7-NHCOC.sub.6 H.sub.5                                                                    "  "     "      " "                                      "           7-NHCONHC.sub.2 H.sub.5                                                                  "  "     "      " K.sup.+                                5-Cl        7-NHCOC.sub.6 H.sub.11                                                                   "  "     "      " "                                      "           None      "  "     "      " "                                      "           7-CH.sub.3                                                                               H  "     "      2 "                                      "           "         "  H     "      " "                                      5-I         "         "  CH.sub.3                                                                             "      " "                                      5-Br        "         "  "     "      " "                                      5-SO.sub.2 CH.sub.3                                                                        "         "  "     "      " "                                      5-SO.sub.2 NH.sub.2                                                                        "         "  "     "      " "                                      5-SO.sub.2 N(CH.sub.3).sub.2                                                               "         "  "     "      " "                                      5-SO.sub.2 N(C.sub.2 H.sub.5).sub.2                                                        7-OCH.sub.3                                                                              "  "     "      " "                                      5-SO.sub.2 NHC.sub.3 H.sub.6 OCH.sub.3                                                     7-CH.sub.3                                                                               "  "     "      " "                                      5-SO.sub.2 CH.sub.2 CH.sub.2 OC.sub.2 H.sub.5                                              "         "  "     "      " "                                      5-SC.sub.6 H.sub.5                                                                         "         "  "     "      " "                                      5-SC.sub.6 H.sub.11                                                                        "         "  "     "      " "                                      5-SO.sub.2 C.sub.6 H.sub.5                                                                 "         "  "     "      " "                                      5-SO.sub.3 C.sub.6 H.sub.5                                                                 "         "  "     "      " "                                      5-SCH.sub.2 CH.sub.2 OH                                                                    None      "  "     "      " "                                      5-SCH.sub.2 CHCH.sub.2                                                                     "         "  "     "      " "                                      5-SCH.sub.2 COOC.sub.2 H.sub.5                                                             "         "  "     "      " "                                      5-SCH.sub.2 C.sub.6 H.sub.5                                                                "         "  "     "      " "                                      5-SCH.sub.2 C.sub.6 H.sub.11                                                               7-CH      "  "     "      " "                                      5-SCH.sub.2 CH.sub.2 OC.sub.2 H.sub.5                                                      "         "  "     2-CH.sub.3                                                                            " "                                      5-SCN       "         "  "     3-CH.sub.3                                                                            " "                                      5-SCH.sub.2 CH.sub.2 NHCOCH.sub.3                                                          "         "  "     4-CH.sub.3                                                                            " "                                       ##STR28##  "         "  "     2-Cl   " "                                        5-SCH.sub.2 CH.sub.2 OC.sub.6 H.sub.5                                                    "         "  "     3-Cl   " "                                      5-SCH.sub.2 CH.sub.3                                                                       "         "  "     4-OCH  " "                                      "           "         "  "     4-C.sub.2 H.sub.5                                                                     " "                                      "           "         "  "     4-NHCOCH.sub.3                                                                        " "                                      "           "         "  "     4-Br   " "                                      "           "         "  "     4-I    " "                                      "           "         "  "     2,5-di-CH.sub.3                                                                       " Na.sup.+                               "           "         "  "     2,5-di-Cl                                                                             " "                                      5-SCH.sub.3 "         "  "     H      2 "                                      "           "         "  "     "      3 "                                      "           "         "  "     "      4 "                                      "           "         "  "     "      5 "                                      5-NHCOCH.sub.3                                                                             "         "  "     "      6 "                                      __________________________________________________________________________

                                      TABLE 9                                      __________________________________________________________________________      ##STR29##                                                                     Substituents on                                                                Ring C       (R.sub.1).sub.m                                                                          R.sub.3                                                                            Z     n M                                           __________________________________________________________________________     None         None      H   H     1 Na.sup.+                                    "            6-CH.sub.3                                                                               "   "     " "                                           5-Cl         "         3-CH.sub.3                                                                         "     " "                                           5-CH.sub.3   6-OCH.sub.3                                                                              "   "     " "                                           5-CH(CH.sub.3).sub.2                                                                        "         H   "     " "                                           5-CH.sub.2 CH(CH.sub.3).sub.2                                                               6-CH.sub.3                                                                               3-CH.sub.3                                                                         "     " "                                           5-C.sub.6 H.sub.5                                                                           "         "   "     " "                                           5-C.sub.6 H.sub.4p-Cl                                                                       "         "   "     " "                                           5-C.sub.6 H.sub.4p-OCH.sub.3                                                                "         "   "     " "                                           5-C.sub.6 H.sub.4m-CH.sub.3                                                                 "         "   "     " "                                           5-OC.sub.2 H.sub.5                                                                          "         "   "     " "                                           5-OCH(CH.sub.3).sub.2                                                                       "         "   "     " "                                           5-C.sub.6 H.sub.11                                                                          "         "   "     " "                                           5-SCN        "         "   "     " "                                           5-SCH.sub.3  6-NHCOCH.sub.3                                                                           "   "     " K.sup.+                                     5-SCH.sub.2 CH(CH.sub.3).sub.2                                                              6-NHCOC.sub.6 H.sub.5                                                                    "   "     " "                                           5-SCH.sub.2 CHCH.sub.2                                                                      6-NHCOC.sub.4 H.sub.9n                                                                   "   "     " "                                           5-SC.sub.6 H.sub.11                                                                         6-NHCONHC.sub.2 H.sub.5                                                                  "   "     " "                                           5-SC.sub.6 H.sub.5                                                                          6-NHCOCH.sub.2 OCH.sub.3                                                                 "   "     " "                                           5-SCH.sub.2 C.sub.6 H.sub.5                                                                 6-NHCOCH.sub.2 CN                                                                        "   "     " "                                           5-SCH.sub.2 CH.sub.2 OC.sub.6 H.sub.5                                                       6-CH.sub.3                                                                               "   "     " Na.sup.+                                    5-SCH.sub.2 CH.sub.2 OC.sub.2 H.sub.5                                                       "         "   "     " "                                           5-SCH.sub.2 CH.sub.2 OH                                                                     "         "   "     " "                                           5-SCH.sub.2 CH.sub.2 Cl                                                                     "         "   "     " "                                           5-SCH.sub.2 COOC.sub.2 H.sub.5                                                              "         "   "     " "                                           5-SCH.sub.2 CH.sub.2 OCOCH.sub.3                                                            "         "   "     " "                                           5-SCH.sub.2 C.sub.6 H.sub.11                                                                "         "   "     " "                                           5-SO.sub.2 CH.sub.3                                                                         "         "   "     " "                                           5-SO.sub.2 C.sub.4 H.sub.9n                                                                 "         "   "     " "                                           5-SO.sub.2 CH.sub.2 CH.sub.2 OCH.sub.3                                                      6-NHCHO   "   "     " "                                           5-SO.sub.2 C.sub.6 H.sub.5                                                                  6-CH.sub. 3                                                                              "   "     " "                                           5-SO.sub.2 C.sub.6 H.sub.11                                                                 "         "   "     " "                                           5-SO.sub.2 CH.sub.2 C.sub.6 H.sub.5                                                         "         "   "     " "                                           5-SO.sub.2 CH.sub.2 CH.sub.2 OH                                                             "         "   "     " "                                            ##STR30##   "         "   "     " "                                             5-SCH.sub.2 CH.sub.2 NHCOCH.sub.3                                                         "         "   "     " "                                            ##STR31##   "         "   "     " "                                             5-SO.sub.2 NH.sub.2                                                                       "         "   "     " "                                           5-SO.sub.2 NHC.sub.3 H.sub.6 OCH.sub.3                                                      "         "   "     " "                                           5-SO.sub.2 NH(CH.sub.3).sub.2                                                               "         "   "     " "                                           5-SO.sub.2 NHC.sub.2 H.sub.5                                                                "         "   "     " "                                           5-SO.sub.2 NHC.sub.6 H.sub.11                                                               "         "   "     " "                                           5-SO.sub.3 C.sub.6 H.sub.5                                                                  "         "   "     " "                                           5-SO.sub.2 NHC.sub.6 H.sub.5                                                                "         "   "     " "                                           5-NHCOCH.sub.3                                                                              "         "   "     " "                                           5-SC.sub.2 H.sub.5                                                                          "         "   2-CH.sub.3                                                                           " "                                           "            "         "   3-CH.sub.3                                                                           " "                                           "            "         "   4-CH.sub.3                                                                           " "                                           "            "         "   2-Cl  " "                                           "            "         "   4-OCH.sub.3                                                                          " "                                           "            "         "   2,5-di-Cl                                                                            " "                                           "            "         "   2,5-di-CH.sub.3                                                                      " "                                           "            "         "   H     2 "                                           "            "         "   "     3 "                                           "            "         "   "     4 "                                           "            "         "   "     5 "                                           "            "         "   "     6 "                                           __________________________________________________________________________

                                      TABLE 10                                     __________________________________________________________________________      ##STR32##                                                                     Substituents on                                                                Ring D     (R.sub.1).sub.m                                                                           R.sub.2       Z     n M                                  __________________________________________________________________________     3-CH.sub.3 None       C.sub.2 H.sub.5                                                                              H     1 K.sup.+                            "          "          C.sub.6 H.sub.11                                                                             "     " "                                  "          "          C.sub.6 H.sub.5                                                                              "     " "                                  "          3CH.sub.3  C.sub.2 H.sub.5                                                                              "     " "                                  "          "          CH.sub.2 C.sub.6 H.sub.5                                                                     "     " "                                  "          "          CH.sub.2 CH.sub.2 OCH.sub.3                                                                  "     " "                                  "          "          CH.sub.2 CH.sub.2 CONH.sub.2                                                                 "     " "                                  3-SCH.sub.3                                                                               "          CH.sub.2 CH.sub.2 Cl                                                                         "     " "                                  3-C.sub.6 H.sub.5                                                                         3-NHCOCH.sub.3                                                                            C.sub.2 H.sub.5                                                                              "     " "                                  3-C.sub.6 H.sub.4p-Cl                                                                     2-CH.sub.35-NHCOCH.sub.3                                                                  H             "     " "                                  3-C.sub.6 H.sub.4o-CN                                                                     2-OCH.sub.35-CH.sub.3                                                                     "             "     " "                                  "          2-Cl       "             "     " "                                  "          2-CH.sub.3 "             "     " "                                  "          2,5-di-Cl  "             "     " "                                  "          2-OCH.sub.35-Cl                                                                           "             "     " "                                  "          2-OC.sub.2 H.sub.55-CH.sub.3                                                              "             "     " "                                  "          2,5-di-CH.sub.3                                                                           "             "     " Na.sup.+                              3-C.sub.6 H.sub.5                                                                      3-CH.sub.3                                                                                 ##STR33##    "     " "                                    "        3-CH.sub.3                                                                                 ##STR34##    "     " "                                    "        3-CH.sub.3                                                                                 ##STR35##    "     " NH.sub.4.sup.+                       "        3-CH.sub.3                                                                                 ##STR36##    "     " K.sup.+                              "        3-CH.sub.3 CH.sub.2 CH.sub.2 NHSO.sub.2 CH.sub.3                                                        "     " "                                  3-C.sub.6 H.sub.4p-CH.sub.3                                                               3-CH.sub.3 CH.sub.2 CH.sub.2 CH.sub.2 NHCOCH.sub.3                                                      "     " "                                  3-C.sub.6 H.sub.5                                                                         None       CH.sub.3      "     " "                                  "          3-CH.sub.3 CH.sub.2 CH(CH.sub.3).sub.2                                                                  "     " "                                  "          "          CH.sub.2 C.sub.6 H.sub.11                                                                    "     " "                                  "          "          CH.sub.2 CH.sub.2 OC.sub.6 H.sub.5                                                           "     " "                                  "          "          CH(CH.sub.3).sub.2                                                                           "     " "                                  "          H          CH.sub.2 CH.sub.3                                                                            "     " K.sup.+                            "          "          CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 OC.sub.2                                  H.sub.5       "     " "                                  3-SO.sub.2 CH.sub.3                                                                       3-CH.sub.3 CH.sub.2 CH.sub.3                                                                            "     " "                                  3-SCH.sub.2 CH.sub.2 COOCH.sub.3                                                          "          "             "     " "                                  3-SCH.sub.2 C.sub.6 H.sub.5                                                               "          "             "     " "                                  3-SCH.sub.2 CH.sub.2 OCH.sub.3                                                            "          "             "     " "                                  3-SC.sub.6 H.sub.11                                                                       3-NHCOC.sub.6 H.sub.5                                                                     "             "     " "                                  3-SC.sub.2 H.sub.5                                                                        3-NHCONHC.sub.2 H.sub.5                                                                   "             "     " "                                  "          3-NHCOCH.sub.2 OCH.sub.3                                                                  "             "     " "                                  "          3-NHCOC.sub.6 H.sub.11                                                                    "             "     " "                                  "          3-NHCOOC.sub.2 H.sub.5                                                                    "             "     " "                                  "          3-NHCOCH.sub.2 CN                                                                         "             "     " "                                  3-SCH.sub.2 COOCH.sub.3                                                                   "          "             "     " "                                  "          None       "             "     2 "                                  "          "          "             "     3 "                                  "          3-CH.sub.3 "             "     4 "                                  3-SCH.sub.3                                                                               "          "             "     5 "                                  "          "          "             "     6 "                                  "          "          "             2-CH.sub.3                                                                           1 "                                  "          "          "             3-Cl  " "                                  3-SCH.sub.2 CH(CH.sub.3).sub.2                                                            "          "             4-Cl  " "                                  "          "          "             2,5-di-Cl                                                                            " "                                  "          "          "             4-OCH.sub.3                                                                          " "                                  __________________________________________________________________________

                                      TABLE 11                                     __________________________________________________________________________      ##STR37##                                                                     Substituents on                                                                Ring D        (R.sub.1).sub.m                                                                          R.sub.3                                                                           R.sub.4                                                                              Z       n M                                   __________________________________________________________________________     3-CH.sub.3    None      CH.sub.3                                                                          CH.sub.3                                                                             H       1 K.sup.+                             "             "         H  CH.sub.3                                                                             "       " "                                   "             7-CH.sub.3                                                                               "  "     "       " "                                   "             "         CH.sub.3                                                                          "     "       " "                                   "             7-CH.sub.3                                                                               H  CH(CH.sub.3).sub.2                                                                   "       " "                                   "             7-OCH.sub.3                                                                              "  CH.sub.3                                                                             "       " "                                   "             5-OCH.sub.3, 8-CH.sub.3                                                                  "  "     "       " "                                   "             5,8-di-OCH.sub.3                                                                         "  "     "       " "                                   "             5,8-di-CH.sub.3                                                                          "  "     "       " "                                   3-Cl          7-Cl      "  "     "       " "                                   3-SCH.sub.3   5,8-di-Cl "  "     "       " "                                   3-C.sub.6 H.sub.5                                                                            None      "  "     "       " Na.sup.+                            "             5-OCH.sub.3, 8-CH.sub.3                                                                  CH.sub.3                                                                          "     "       " "                                   "             7-NHCHO   "  "     "       " "                                   "             7-NHCOCH.sub.3                                                                           "  "     "       " "                                   "             7-NHCOCH.sub.2 OCH.sub.3                                                                 "  "     "       " "                                   "             7-NHCOOC.sub.2 H.sub.5                                                                   "  "     "       " "                                   "             7-NHCOC.sub.6 H.sub.5                                                                    "  "     "       " "                                   "             7-NHCONHC.sub.2 H.sub.5                                                                  "  "     "       " K.sup.+                             "             7-NHCOC.sub.6 H.sub.11                                                                   "  "     "       " "                                   "             None      "  "     "       " "                                   "             7-CH.sub.3                                                                               H  "     "       " "                                   C.sub.6 H.sub.4o-CN                                                                          "         "  H     "       " "                                   "             "         "  CH.sub.3                                                                             "       " "                                   "             "         "  "     "       " "                                   "             "         "  "     "       " "                                   3-C.sub.6 H.sub.4p-CH.sub.3                                                                  "         "  "     "       " "                                   3-C.sub.6 H.sub.4o-Cl                                                                        "         "  "     "       " "                                   3-SO.sub.2 CH.sub.3                                                                          7-OCH.sub.3                                                                              "  "     "       " "                                   3-SC.sub.6 H.sub.11                                                                          7-CH.sub.3                                                                               "  "     "       " "                                   3-SCH.sub.2 CH.sub.2 OCH.sub.3                                                               "         "  "     "       " "                                   3-SCH.sub.2 CH.sub.2 COOCH.sub.3                                                             "         "  "     "       " "                                   3-SCH.sub.2 C.sub.6 H.sub.5                                                                  "         "  "     "       " "                                   3-CH.sub.2 CH.sub.3                                                                          "         "  "     "       " "                                   3-SCH.sub.2 COOCH.sub.3                                                                      "         "  "     "       " "                                   3-SCH.sub.2 CH.sub.2 COOC.sub.2 H.sub.5                                                      None      "  "     "       " "                                   3-SCH.sub.2 CH.sub.2 COOCH(CH.sub.3).sub.2                                                   "         "  "     "       " "                                   3-SO.sub.2 C.sub.4 H.sub.9n                                                                  "         "  "     "       " "                                   3-SCH.sub.2 CH.sub.2 CONHC.sub.4 H.sub.9n                                                    "         "  "     "       " "                                   3-SCH.sub.3   7-CH.sub.3                                                                               "  "     "       " "                                   "             "         "  "     2-CH.sub.3                                                                             " "                                   3-SC.sub.2 H.sub.5                                                                           "         "  "     2-Cl    " "                                   "             "         "  "     2-OCH.sub.3                                                                            " "                                   "             "         "  "     3-Cl    " "                                   "             "         "  "     4-Cl    " "                                   "             "         "  "     2,5-di-Cl                                                                              " "                                   "             "         "  "     3-OC.sub.2 H.sub.5                                                                     " "                                   "             "         "  "     4-OCH.sub.3                                                                            " "                                   "             "         "  "     4-SCH.sub.3                                                                            " "                                   "             "         "  "     4-OCH(CH.sub.3).sub.2                                                                  " "                                   "             "         "  "     2,5-di-OCH.sub.3                                                                       " Na.sup.+                            "             "         "  "     2,5-di-CH.sub.3                                                                        " "                                   "             "         "  "     "       2 "                                   "             "         "  "     "       3 "                                   "             "         "  "     "       4 "                                   "             "         "  "     "       5 "                                   "             "         "  "     "       6 "                                   __________________________________________________________________________

                                      TABLE 12                                     __________________________________________________________________________      ##STR38##                                                                     Substituents on                                                                Ring D        (R.sub.1).sub.m                                                                          R.sub.3                                                                            Z       n M                                        __________________________________________________________________________     3-CH.sub.3    None      H   H       1 Na.sup.+                                 "             6-CH.sub.3                                                                               "   "       " "                                        "             "         3-CH.sub.3                                                                         "       " "                                        "             6-OCH.sub.3                                                                              "   "       " "                                        "             "         H   "       " "                                        3-Cl          6-CH.sub.3                                                                               3-CH.sub.3                                                                         "       " "                                        3-SCH.sub.3   "         "   "       " "                                        3-CH.sub.2 CH.sub.3                                                                          "         "   "       " "                                        3-SCH.sub.2 CH.sub.2 OCH.sub. 3                                                              "         "   "       " "                                        3-SCH.sub.2 CH.sub.2 OC.sub.2 H.sub.5                                                        "         "   "       " "                                        3-SCH.sub.2 CH.sub.2 COOCH.sub.3                                                             "         "   "       " "                                        3-SCH.sub.2 COOCH.sub.2 CH.sub.3                                                             "         "   "       " "                                        3-SCH.sub.2 C.sub.6 H.sub.5                                                                  "         "   "       " "                                        3-SC.sub.6 H.sub.11                                                                          "         "   "       " "                                        3-SCH.sub.3   6-NHCOCH.sub.3                                                                           "   "       " K.sup.+                                  "             6-NHCOC.sub.6 H.sub.5                                                                    "   "       " "                                        "             6-NHCOC.sub.4 H.sub.9n                                                                   "   "       " "                                        "             6-NHCONHC.sub.2 H.sub.5                                                                  "   "       " "                                        "             6-NHCOCH.sub.2 OCH.sub.3                                                                 "   "       " "                                        "             6-NHCOCH.sub.2 CN                                                                        "   "       " "                                        3-SO.sub.2 CH.sub.3                                                                          6-CH.sub.3                                                                               "   "       " Na.sup.+                                 3-SO.sub.2 C.sub.4 H.sub.9n                                                                  "         "   "       " "                                        3-C.sub.6 H.sub.5                                                                            "         "   "       " "                                        3-C.sub.6 H.sub.4o-CN                                                                        "         "   "       " "                                        3-C.sub.6 H.sub.4o-Cl                                                                        "         "   "       " "                                        3-C.sub.6 H.sub.4p-CH.sub.3                                                                  "         "   "       " "                                        3-C.sub.6 H.sub.4m-CH.sub.3                                                                  "         "   "       " "                                        3-C.sub.6 H.sub.4o-CH.sub.3                                                                  "         "   "       " "                                        3-C.sub.6 H.sub.4o-CONH.sub.2                                                                "         "   "       " "                                        3-C.sub.6 H.sub.4OCN                                                                         6-NHCHO   "   "       " "                                        3-SCH.sub.2 CH.sub.2 OC.sub.6 H.sub.5                                                        6-CH.sub.3                                                                               "   "       " "                                        3-SO.sub. 2 C.sub.4 H.sub.9n                                                                 "         "   "       " "                                        3-SO.sub.2 CH.sub.2 CH.sub.2 COOCH.sub.3                                                     "         "   "       " "                                        3-SO.sub.2 CH.sub.2 COOCH.sub.3                                                              "         "   "       " "                                        3-SO.sub.2 C.sub.6 H.sub.11                                                                  "         "   "       " "                                        3-SO.sub.2 CH.sub.2 CH.sub.3                                                                 "         "   "       " "                                        3-SO.sub.2 CH.sub.2 CH.sub.2 OCH.sub.3                                                       "         "   "       " "                                        3-SCH.sub.2 CH.sub.2 CONHC.sub.2 H.sub.4 OH                                                  "         "   4-CH.sub.3                                                                             1 "                                        3-SCH.sub.2 CH.sub.3                                                                         "         "   3-CH.sub.3                                                                             " "                                        "             "         "   2-Cl    " "                                        "             "         "   4-OCH.sub.3                                                                            " "                                        "             "         "   2,5-di-Cl                                                                              " "                                        "             "         "   2,5-di-CH.sub.3                                                                        " "                                        "             "         "   2,5-di-OCH.sub.3                                                                       " "                                        "             "         "   H       2 "                                        3-C.sub.6 H.sub.5                                                                            "         "   2-Cl    " "                                        "             "         "   3-Cl    " "                                        "             "         "   4-Cl    " "                                        "             "         "   H       3 "                                        "             "         "   "       4 "                                        "             "         "   "       5 "                                        "             "         "   "       6 "                                        "             "         "   4-OCH.sub.3                                                                            2 "                                        "             "         "   4-CH.sub.3                                                                             " "                                        "             "         "   4-Br    " "                                        "             "         "   4-I     " "                                        "             "         "   4-NHCOCH.sub.3                                                                         " "                                        __________________________________________________________________________

                                      TABLE 13                                     __________________________________________________________________________      ##STR39##                                                                     Substituents on                                                                Ring E           (R.sub.1).sub.m                                                                           R.sub.2       Z       n M                          __________________________________________________________________________     3-CH.sub.34-Br   None       C.sub.2 H.sub.5                                                                              H       1 K.sup.+                    "                "          C.sub.6 H.sub.11                                                                             "       " "                          "                "          C.sub.6 H.sub.5                                                                              "       " "                          "                3CH.sub.3  C.sub.2 H.sub.5                                                                              "       " "                          "                "          CH.sub.2 C.sub.6 H.sub.5                                                                     "       " "                          "                "          CH.sub.2 CH.sub.2 OCH.sub.3                                                                  "       " "                          "                "          CH.sub.2 CH.sub.2 CONH.sub.2                                                                 "       " "                          "                "          CH.sub.2 CH.sub.2 Cl                                                                         "       " "                          "                3-NHCOCH.sub.3                                                                            C.sub.2 H.sub.5                                                                              "       " "                          "                2-CH.sub.35-NHCOCH.sub.3                                                                  H             "       " "                          "                2-OCH.sub.35-CH.sub.3                                                                     "             "       " "                          "                2-Cl       "             "       " "                          "                2-CH.sub.3 "             "       " "                          "                2,5-di-Cl  "             "       " "                          "                2-OCH.sub.35-Cl                                                                           "             "       " "                          3-CH4-Cl         2-OCH.sub.35-CH.sub.3                                                                     "             "       " "                          "                2,5-di-CH.sub.3                                                                           "             "       " Na.sup.+                     "              3-CH.sub.3                                                                                 ##STR40##    "       " "                             "             3-CH.sub.3                                                                                 ##STR41##    "       " "                            3-CH.sub.34-CN 3-CH.sub.3                                                                                 ##STR42##    "       " NH.sub.4.sup.+               3-CH.sub.34-COOC.sub.2 H.sub.5                                                                3-CH.sub.3                                                                                 ##STR43##    "       " K.sup.+                      "              3-CH.sub.3 CH.sub.2 CH.sub.2 NHSO.sub.2 CH.sub.3                                                        "       " "                          "                3-CH.sub.3 CH.sub.2 CH.sub.2 CH.sub.2 NHCOCH.sub.3                                                      "       " "                          "                None       CH.sub.3      "       " "                          3-CH.sub.34-SCH.sub.2 CHCH.sub.2                                                                3-CH.sub.3 CH.sub.2 CH(CH.sub.3).sub.2                                                                  "       " "                          "                "          CH.sub.2 C.sub.6 H.sub.11                                                                    "       " "                          "                "          CH.sub.2 CH.sub.2 OC.sub.6 H.sub.5                                                           "       " "                          3-CH.sub.34-SO.sub.2 C.sub.2 H.sub.5                                                            "          CH(CH.sub.3).sub.2                                                                           "       " "                          3-CH.sub.34-SC.sub.6 H.sub.11                                                                   H          CH.sub.2 CH.sub.3                                                                            "       " K.sup.+                    3-CH.sub.34-OC.sub.2 H.sub.5                                                                    "          CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 OC.sub.2                                  H.sub.5       "       " "                          3-Cl4-CN         3-CH.sub.3 "             "       " "                          3-CH.sub.34-SCN  "          "             "       " "                          3-Br4-COOCH.sub.3                                                                               "          "             "       " "                          3-CH.sub.34-COOC.sub.2 H.sub.5                                                                  "          "             "       " "                          3-CH.sub.34-CONH.sub.2                                                                          3-NHCOC.sub.6 H.sub.5                                                                     "             "       " "                          3-CH.sub.34-CONHC.sub.2 H.sub.4 OH                                                              3-NHCONHC.sub.2 H.sub.5                                                                   "             "       " "                          3-CH.sub.34-CONHC.sub.4 H.sub.9n                                                                3-NHCOCH.sub.2 OCH.sub.3                                                                  "             "       " "                          3-CH.sub.34-OC.sub.6 H.sub.5                                                                    3-NHCOC.sub.6 H.sub.11                                                                    "             "       " "                          3-CH.sub.34-OC.sub.6 H.sub.4p-CH.sub.3                                                          3-NHCOOC.sub.2 H.sub.5                                                                    "             2-CH.sub.3                                                                             " "                          3-CH.sub.34-SC.sub.6 H.sub.5                                                                    3-NHCOCH.sub.2 CN                                                                         "             3-Cl    " "                          3-CH.sub.34-SCH.sub.2 CH.sub.2 OH                                                               "          "             4-OCH.sub.3                                                                            " "                          3-CH.sub.34-SCH.sub.2 CH.sub.3                                                                  None       "             2,5-di-Cl                                                                              " "                           ##STR44##       "          "             2,5-di-OCH.sub.3                                                                       " "                             3-CH.sub.34-Br                                                                               3-CH.sub.3 "             H       2 "                          "                "          "             "       3 "                          "                "          "             "       4 "                          "                "          "             "       5 "                          "                "          "             "       6 "                          3-CH.sub.34-CONH.sub.2                                                                          "          "             "       " "                          __________________________________________________________________________

                                      TABLE 14                                     __________________________________________________________________________      ##STR45##                                                                     Substituents on                                                                Ring E           (R.sub.1).sub.m                                                                          R.sub.3                                                                           R.sub.4                                                                              Z      n M                                 __________________________________________________________________________     3-CH.sub.34-Br   None      CH.sub.3                                                                          CH.sub.3                                                                             H      1 K.sup.+                           "                "         H  CH.sub.3                                                                             "      " "                                 "                7-CH.sub.3                                                                               "  "     "      " "                                 "                "         CH.sub.3                                                                          "     "      " "                                 "                7-CH.sub.3                                                                               H  CH(CH.sub.3).sub.2                                                                   "      " "                                 "                7-OCH.sub.3                                                                              "  CH.sub.3                                                                             "      " "                                 "                5-OCH.sub.3, 8-CH.sub.3                                                                  "  "     "      " "                                 "                5,8-di-OCH.sub.3                                                                         "  "     "      " "                                 "                5,8-di-CH.sub.3                                                                          "  "     "      " "                                 "                7-Cl      "  "     "      " "                                 "                5,8-di-Cl "  "     "      " "                                 3-CH.sub.34-CN   None      "  "     "      " Na.sup.+                          "                5-OCH.sub.3, 8-CH.sub.3                                                                  CH.sub.3                                                                          "     "      " "                                 "                7-NHCHO   "  "     "      " "                                 3-CH.sub.34-COOC.sub.2 H.sub.5                                                                  7-NHCOCH  "  "     "      " "                                 "                7-NHCOCH.sub.2 OCH.sub.3                                                                 "  "     "      " "                                 "                7-NHCOOC.sub.2 H.sub.5                                                                   "  "     "      " "                                 3-CH.sub.3       7-NHCOC.sub.6 H.sub.5                                                                    "  "     "      " "                                 "                7-NHCONHC.sub.2 H.sub.5                                                                  "  "     "      " K.sup.+                           3-CH.sub.34-Cl   7-NHCOC.sub.6 H.sub.11                                                                   "  "     "      " "                                 "                None      "  "     "      " "                                 "                7-CH.sub.3                                                                               H  "     "      " "                                 "                "         "  H     "      " "                                 3-Cl4-CN         "         "  CH.sub.3                                                                             "      " "                                 3-Br4-COOCH.sub.3                                                                               "         "  "     "      " "                                 3-CH.sub.34-COOCH.sub.3                                                                         "         "  "     "      " "                                 3-CH.sub.34-CONH.sub.2                                                                          "         "  "     "      " "                                 3-CH.sub.34-CONHC.sub.2 H.sub.4 OH                                                              "         "  "     "      " "                                 3-CH.sub.34-CONHC.sub.4 H.sub.9n                                                                7-OCH.sub.3                                                                              "  "     "      " "                                 3-CH.sub.34-CONHC.sub.3 H.sub.6 OCH.sub.3                                                       7-CH.sub.3                                                                               "  "     "      " "                                 3-CH.sub.34-COOC.sub.2 H.sub.4 OCH.sub.3                                                        "         "  "     "      " "                                 3-CH.sub.34-SCH.sub.2 CH.sub.2 OH                                                               "         "  "     "      " "                                 3-CH.sub.34-SCH.sub.2 CH.sub.2 OCOCH.sub.3                                                      "         "  "     "      " "                                 3-CH.sub.34-SCH.sub.3                                                                           "         "  "     "      " "                                 3-CH.sub.34-SO.sub.2 CH.sub.3                                                                   "         "  "     "      " "                                 3-CH.sub.34-SC.sub.6 H.sub.5                                                                    None      "  "     "      " "                                 3-CH.sub.34-SC.sub.6 H.sub.4p-C(CH.sub.3).sub.3                                                 "         "  "     2-CH.sub.3                                                                            " "                                 3-CH.sub.34-SC.sub.6 H.sub.4p-Cl                                                                "         "  "     3-CH.sub.3                                                                            " "                                  ##STR46##       "         "  "     4-Cl   " "                                  ##STR47##       7-CH.sub.3                                                                               "  "     4-OCH.sub.3                                                                           " "                                  ##STR48##       "         "  "     2,5-di-CH.sub.3                                                                       " "                                   3-CH.sub.34-SC.sub.6 H.sub.11                                                                 "         "  "     2,5-di-Cl                                                                             " "                                 3-CH.sub.34-SCN  "         "  "     4-OC.sub.2 H.sub.5                                                                    " "                                 3-CH.sub.34-OC.sub.6 H.sub.5                                                                    "         "  "     2-Cl   " "                                 3-CH.sub.34-OC.sub.2 H.sub.5                                                                    "         "  "     4-Br   " "                                 3-CH.sub.34-SCH.sub.2 CHCH.sub.2                                                                "         "  "     4-I    " "                                 3-CH.sub.34-Br   "         "  "     4-CH.sub.3                                                                            " "                                 "                "         "  "     H      2 "                                 "                "         "  "     "      3 "                                 "                "         "  "     "      4 "                                 "                "         "  "     "      5 Na.sup.+                          "                "         "  "     "      6 "                                 __________________________________________________________________________

                                      TABLE 15                                     __________________________________________________________________________      ##STR49##                                                                     Substituents on                                                                Ring E             (R.sub.1).sub.m                                                                          R.sub.3                                                                            Z      n M                                    __________________________________________________________________________     3-CH.sub.34-Cl     None      H   "      " Na.sup.+                             "                  6-CH.sub.3                                                                               "   "      " "                                    "                  "         3-CH.sub.3                                                                         "      " "                                    "                  6-OCH.sub.3                                                                              "   "      " "                                    3-Cl4-CN           "         H   "      " "                                    "                  6-CH.sub.3                                                                               3-CH.sub.3                                                                         "      " "                                    3-CH.sub.3         "         "   "      " "                                    3-CH.sub.34-COOC.sub.2 H.sub.5                                                                    "         "   "      " "                                    3-CH.sub.34-CONH.sub.2                                                                            "         "   "      " "                                    3-CH.sub.34-CONHC.sub.2 H.sub.4 OH                                                                "         "   "      " "                                    3-CH.sub.34-CONHC.sub.4 H.sub.9n                                                                  "         "   "      " "                                    3-CH.sub.34-CONHC.sub.3 H.sub.6 OCH.sub.3                                                         "         "   "      " "                                    3-CH.sub.34-CO.sub.2 CH.sub.2 CH.sub.2 OCH.sub.3                                                  "         "   "      " "                                    3-CH.sub.34-CONHCH.sub.3                                                                          "         "   "      " "                                    3-CH.sub.34-Br     6-NHCOCH  "   "      " K.sup.+                              "                  6-NHCOC.sub.6 H.sub.5                                                                    "   "      " "                                    "                  6-NHCOC.sub.4 H.sub.9n                                                                   "   "      " "                                    "                  6-NHCONHC.sub.2 H.sub.5                                                                  "   "      " "                                    "                  6-NHCOCH.sub.2 OCH.sub.3                                                                 "   "      " "                                    "                  6-NHCOCH.sub.2 CN                                                                        "   "      " "                                    3-CH.sub.34-SC.sub.2 H.sub.5                                                                      6-CH.sub.3                                                                               "   "      " Na.sup.+                             3-CH.sub.34-SCH.sub.2 CH.sub.2 OH                                                                 "         "   "      " "                                    3-CH.sub.34-SCH.sub.2 CHCH.sub.2                                                                  "         "   "      " "                                    3-CH.sub.34-SCH.sub.2 CH.sub.2 OCOCH.sub.3                                                        "         "   "      " "                                    3-CH.sub.34-SC.sub.6 H.sub.5                                                                      "         "   "      " "                                    3-CH.sub.34-SC.sub.6 H.sub.4p-C(CH.sub.3).sub.2                                                   "         "   "      " "                                    3-CH.sub.34-SC.sub.6 H.sub.11                                                                     "         "   "      " "                                    3-CH.sub.34-SO.sub.2 CH.sub.2 CH.sub.2 OH                                                         "         "   "      " "                                    3-CH.sub.34-SO.sub.2 CH.sub.2 CH.sub.3                                                            "         "   "      " "                                    3-CH.sub.34-OC.sub.6 H.sub.5                                                                      6-NHCHO   "   "      " "                                    3-CH.sub.34-OC.sub.6 H.sub.4p-OCH.sub.3                                                           6-CH.sub.3                                                                               "   "      " "                                     ##STR50##         "         "   "      " "                                     ##STR51##         "         "   "      " "                                     ##STR52##         "         "   "      " "                                      3-CH.sub.34-SCH.sub.2 CH(OH)CH.sub.2 OH                                                         "         "   "      " "                                    3-CH.sub.34-SCH.sub.2 COOCH.sub.3                                                                 "         "   "      " "                                    3-CH.sub.34-OC.sub.2 H.sub.5                                                                      "         "   "      " "                                    3-CH.sub.3 4-Br    "         "   "      2 "                                    "                  "         "   "      3 "                                    "                  "         "   "      4 "                                    "                  "         "   "      5 "                                    "                  "         "   "      6 "                                    "                  "         "   2-CH.sub.3                                                                            6 "                                    "                  "         "   3-CH.sub.3                                                                            6 "                                    "                  "         "   4-CH.sub.3                                                                            6 "                                    "                  "         "   4-Cl   1 "                                    "                  "         "   3,4-di-Cl                                                                             " "                                    "                  "         "   2,5-di-OCH.sub.3                                                                      " "                                    "                  "         "   2,5-di-CH.sub.3                                                                       " "                                    "                  "         "   4-OCH.sub.3                                                                           " "                                    "                  "         "   4-SCH.sub.3                                                                           " "                                    "                  "         "   4-OC.sub.2 H.sub.5                                                                    " "                                    "                  "         "   4-Br   " "                                    "                  "         "   4-I    " "                                    __________________________________________________________________________

                                      TABLE 16                                     __________________________________________________________________________      ##STR53##                                                                             Substituents on                                                        A       Ring F     (R.sub.1).sub.m                                                                           R.sub.2       Z      n M                         __________________________________________________________________________     H       4-CN       None       C.sub.2 H.sub.5                                                                              H      1 K.sup.+                   "       "          "          C.sub.6 H.sub.11                                                                             "      " "                         "       "          "          C.sub.6 H.sub.5                                                                              "      " "                         "       "          3-CH.sub.3 C.sub.2 H.sub.5                                                                              "      " "                         "       "          "          CH.sub.2 C.sub.6 H.sub.5                                                                     "      " "                         "       "          "          CH.sub.2 CH.sub.2 OCH.sub.3                                                                  "      " "                         "       "          "          CH.sub.2 CH.sub.2 CONH.sub.2                                                                 "      " "                         "       "          "          CH.sub.2 CH.sub.2 Cl                                                                         "      " "                         "       "          3-NHCOCH.sub.3                                                                            C.sub.2 H.sub.5                                                                              "      " "                         "       "          2-CH.sub.35-NHCOCH.sub.3                                                                  H             "      " "                         "       "          2-OCH.sub.35-CH.sub.3                                                                     "             "      " "                         "       "          2-Cl       "             "      " "                         "       "          2-CH.sub.3 "             "      " "                         "       "          2,5-di-Cl  "             "      " "                         "       "          2-OCH.sub.35-Cl                                                                           "             "      " "                         "       "          2-OC.sub.2 H.sub.55-CH.sub.3                                                              "             "      " "                         C.sub.6 H.sub.5                                                                        3-SC.sub.2 H.sub.54-CN                                                                    2,5-di-CH.sub. 3                                                                          "             "      " Na.sup.+                    "     3-SC.sub.2 H.sub.54-COOCH.sub.3                                                           3-CH.sub.3                                                                                 ##STR54##    "      " "                           "     3-SC.sub.2 H.sub.54-CONH.sub.2                                                            3-CH.sub.3                                                                                 ##STR55##    "      " "                           "     3-SCH.sub.34-CN                                                                           3-CH.sub.3                                                                                 ##STR56##    "      " NH.sub.4.sup.+              "     "          3-CH.sub.3                                                                                 ##STR57##    "      " K.sup.+                     "     "          3-CH.sub.3 CH.sub.2 CH.sub.2 NHSO.sub.2 CH.sub.3                                                        "      " "                         "       "          3-CH.sub.3 CH.sub.2 CH.sub.2 CH.sub.2 NHCOCH.sub.3                                                      "      " "                         SO.sub.2 C.sub.6 H.sub.5                                                               "          None       CH.sub.3      "      " "                         COCH.sub.3                                                                             4-CN       3-CH.sub.3 CH.sub.2 CH(CH.sub.3).sub.2                                                                  "      " "                         H       "          "          CH.sub.2 C.sub.6 H.sub.11                                                                    "      " "                         "       "          "          CH.sub.2 CH.sub.2 OC.sub.6 H.sub.5                                                           "      " "                         "       "          "          CH(CH.sub.3).sub.2                                                                           "      " "                         COOC.sub.2 H.sub.5                                                                     "          H          CH.sub.2 CH.sub.3                                                                            "      " K.sup.+                   H       "          "          CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2                                           OC.sub.2 H.sub.5                                                                             "      " "                         CH.sub.3                                                                               4-CN       3-CH.sub.3 CH.sub.2 CH.sub.3                                                                            "      " "                         "       4-COOCH.sub.3                                                                             "          "             "      " "                         "       4-CONH.sub.2                                                                              "          "             "      " "                         CH.sub.2 CH.sub.3                                                                      4-CN       "          "             "      " "                         C.sub.2 H.sub.5                                                                        "          3-NHCOC.sub. 6 H.sub.5                                                                    "             "      " "                         "       4-COOCH.sub.3                                                                             3-NHCONHC.sub.2 H.sub.5                                                                   "             "      " "                         C.sub.6 H.sub.4p-Cl                                                                    "          3-NHCOCH.sub.2 OCH.sub.3                                                                  "             "      " "                         C.sub.6 H.sub.4o-CH.sub.3                                                              "          3-NHCOC.sub.6 H.sub.11                                                                    "             "      " "                         C.sub.6 H.sub.5                                                                        "          3-NHCOOC.sub.2 H.sub.5                                                                    "             "      " "                         "       "          3-NHCOCH.sub.2 CN                                                                         "             "      " "                         H       4-CONHC.sub.2 H.sub.4 OH                                                                  "          "             "      " "                         "       4-CONHC.sub.4 H.sub.9n                                                                    None       "             "      " "                         "       4-COOC.sub.2 H.sub.4 OCH.sub.3                                                            "          "             "      " "                         "       4-CONHC.sub.3 H.sub.6 OCH.sub.3                                                           3-CH.sub.3 "             "      " "                         "       4-CN       "          "             2-CH.sub.3                                                                            " "                         "       "          "          "             3-CH.sub.3                                                                            " "                         "       "          "          "             4-CH.sub.3                                                                            " "                         "       "          "          "             4-Cl   2 "                         SO.sub.2 CH.sub.3                                                                      4-CN       "          "             2-Cl   3 "                         SO.sub.2 C.sub.6 H.sub.5                                                               "          "          "             2,5-di-Cl                                                                             4 "                         SO.sub.2 CH.sub.2 CH.sub.3                                                             "          "          "             2,5-di-CH.sub.3                                                                       5 "                         H       "          "          "             4-OCH.sub.3                                                                           6 "                         __________________________________________________________________________

                                      TABLE 17                                     __________________________________________________________________________      ##STR58##                                                                             Substituents on                                                        A       Ring F      (R.sub.1).sub.m                                                                          R.sub.3                                                                           R.sub.4                                                                              Z     n M                               __________________________________________________________________________     H       4-CN        None      CH.sub.3                                                                          CH.sub.3                                                                             H     1 K.sup.+                         "       "           "         H  CH.sub.3                                                                             "     " "                               "       "           7-CH.sub.3                                                                               "  "     "     " "                               "       "           "         CH.sub.3                                                                          "     "     " "                               "       "           7-CH.sub.3                                                                               H  CH(CH.sub.3).sub.2                                                                   "     " "                               "       "           7-OCH.sub.3                                                                              "  CH.sub.3                                                                             "     " "                               "       "           5-OCH.sub.3, 8-CH.sub.3                                                                  "  "     "     " "                               "       "           5,8-di-OCH.sub.3                                                                         "  "     "     " "                               "       "           5,8-di-CH.sub.3                                                                          "  "     "     " "                               "       "           7-Cl      "  "     "     " "                               "       "           5,8-di-Cl "  "     "     " "                               CH.sub.3                                                                               "           None      "  "     "     " Na.sup.+                        "       "           5-OCH.sub.3, 8-CH.sub.3                                                                  CH.sub.3                                                                          "     "     " "                               H       4-COOCH.sub.3                                                                              7-NHCHO   "  "     "     " "                               H       4-COOC.sub.2 H.sub.5                                                                       7-NHCOCH.sub.3                                                                           "  "     "     " "                               H       4-COOC.sub.2 H.sub.4 OCH.sub.3                                                             7-NHCOCH.sub.2 OCH.sub.3                                                                 "  "     "     " "                               H       4-CONH.sub.2                                                                               7-NHCOOC.sub.2 H.sub.5                                                                   "  "     "     " "                               H       4-CONHC.sub.2 H.sub.5                                                                      7-NHCOC.sub.6 H.sub.5                                                                    "  "     "     " "                               "       "           7-NHCONHC.sub.2 H.sub.5                                                                  "  "     "     " K.sup.+                         "       "           7-NHCOC.sub.6 H.sub.11                                                                   "  "     "     " "                               C.sub.6 H.sub.5                                                                        4-CN        None      "  "     "     " "                               "       "           7-CH.sub.3                                                                               H  "     "     " "                               C.sub.6 H.sub.4p-Cl                                                                    "           "         "  H     "     " "                               C.sub.6 H.sub.4p-CH.sub.3                                                              "           "         "  CH    "     " "                               SO.sub.2 CH.sub.3                                                                      "           "         "  "     "     " "                               "       4-COOCH.sub.3                                                                              "         "  "     "     " "                               SO.sub.2 C.sub.6 H.sub.5                                                               "           "         "  "     "     " "                               "       4-CN        "         "  "     "     " "                               "       4-CONHC.sub.2 H.sub.4 OH                                                                   7-OCH.sub.3                                                                              "  "     "     " "                               "       4-COOCH(CH.sub.3).sub.2                                                                    7-CH.sub.3                                                                               "  "     "     " "                               CH.sub.3                                                                               3-SC.sub.2 H.sub.5 -4-CN                                                                   "         "  "     "     " "                               C.sub.6 H.sub.5                                                                        "           "         "  "     "     " "                               "       3-SC.sub.2 H.sub.54-COOCH.sub.3                                                            "         "  "     "     " "                               "       3-SCH.sub.34-COOC.sub.2 H.sub.5                                                            "         "  "     "     " "                               "       3-SO.sub.2 CH.sub.34-COOCH.sub.3                                                           "         "  "     "     " "                               "       3-SC.sub.6 H.sub.54-COOCH.sub.3                                                            None      "  "     "     "                                 COCH.sub.3                                                                             4-CN        "         "  "     "     " "                               "       4-COOCH.sub.3                                                                              "         "  "     "     " "                               CH.sub.2 CH.sub.2 OH                                                                   "           "         "  "     "     " "                               H       3-CH.sub.2 CN4-CN                                                                          7-CH.sub.3                                                                               "  "     "     2 "                               H       3-CH.sub.2 CONH.sub.24-CN                                                                  "         "  "     "     " "                               H       4-CN        "         "  "     "     " "                               "       41          "         "  "     "     1 "                               "       "           "         "  "     2-CH.sub.3                                                                           " "                               "       "           "         "  "     3-Cl  " "                               "       "           "         "  "     3-CH.sub.3                                                                           " "                               "       "           "         "  "     4-OCH.sub.3                                                                          " "                               "       "           "         "  "     4-OC.sub.4 H.sub.9n                                                                  " "                               "       "           "         "  "     2,5-di-Cl                                                                            " "                               "       "           "         "  "     2,5-di-CH.sub.3                                                                      " "                               "       "           "         "  "     4-Br  " Na.sup.+                        "       "           "         "  "     4-I   " "                               "       "           "         "  "     H     2 "                               "       "           "         "  "     "     3 "                               "       "           "         "  "     "     4 "                               "       "           "         "  "     "     5 "                               "       "           "         "  "     "     6 "                               __________________________________________________________________________

                                      TABLE 18                                     __________________________________________________________________________      ##STR59##                                                                              Substituents                                                          A        on Ring F    (R.sub.1).sub.m                                                                          R.sub.3                                                                            Z     n M                                  __________________________________________________________________________     H        4-CN         None      H   H     1 Na.sup.+                           "        "            6-CH.sub.3                                                                               "   "     " "                                  CH.sub.3 "            "         3-CH.sub.3                                                                         "     " "                                  "        4-COOCH.sub.3                                                                               6-OCH.sub.3                                                                              "   "     " "                                  "        4-COOC.sub.2 H.sub.4 OC.sub.2 H.sub.5                                                       "         H   "     " "                                  "        4-CONH.sub.2 6-CH.sub.3                                                                               3-CH.sub.3                                                                         "     " "                                  "        4-CONHC.sub.2 H.sub.4 OH                                                                    "         "   "     " "                                  "        4-CONHC.sub.3 H.sub.6 OCH.sub.3                                                             "         "   "     " "                                  "        4-CONHC.sub.2 H.sub.4 NHCOCH.sub.3                                                          "         "   "     " "                                  CH.sub.2 CH.sub.3                                                                       4-CN         "         "   "     " "                                  C.sub.6 H.sub.5                                                                         "            "         "   "     " "                                  "        4-COOCH.sub.2 CH.sub.3                                                                      "         "   "     " "                                  "        4-CONH.sub.2 "         "   "     " "                                  C.sub.6 H.sub.4o-Cl                                                                     "            "         "   "     " "                                  H        "            6-NHCOCH.sub.3                                                                           "   "     " "                                  "        4-COOCH.sub.3                                                                               6-NHCOC.sub.6 H.sub.5                                                                    "   "     " "                                  "        "            6-NHCOC.sub.4 H.sub.9n                                                                   "   "     " "                                  "        4-CONHC.sub.4 H.sub.9n                                                                      6-NHCONHC.sub.2 H.sub.5                                                                  "   "     " "                                  "        "            6-NHCOCH.sub.2 OCH.sub.3                                                                 "   "     " "                                  "        "            6-NHCOCH.sub.2 CN                                                                        "   "     " "                                  SO.sub.2 CH.sub.3                                                                       4-CN         6-CH      "   "     " Na.sup.+                           "        4-COOCH.sub.3                                                                               "         "   "     " "                                  H        3-CH.sub.2 CN4-CN                                                                           "         "   "     " "                                  C.sub.6 H.sub.5                                                                         3-SCH.sub.34-CN                                                                             "         "   "     " "                                  "        3-SCH.sub.2 CH.sub.34-CN                                                                    "         "   "     " "                                  "        3-SCH.sub.2 CH.sub.34-COOCH.sub.3                                                           "         "   "     " "                                  "        3-SCH.sub.34-CONHC.sub.4 H.sub.9 -n                                                         "         "   "     " "                                  SO.sub.2 C.sub.6 H.sub.5                                                                4-CN         "         "   "     " "                                  "        4-COOCH.sub.3                                                                               "         "   "     " "                                  SO.sub.2 C.sub.6 H.sub.4p-CH.sub.3                                                      4-CN         6-NHCHO   "   "     " "                                  SO.sub.2 C.sub.4 H.sub.9n                                                               "            6-CH.sub.3                                                                               "   "     " "                                  COCH.sub.3                                                                              "            "         "   "     " "                                  COOC.sub.2 H.sub.5                                                                      "            "         "   "     " "                                  CH.sub.2 CH.sub.2 OH                                                                    "            "         "   "     " "                                  C.sub.6 H.sub.4O-CH.sub.3                                                               "            "         "   "     " "                                  "        4-COOCH.sub.3                                                                               "         "   "     " "                                  "        4-COOCH(CH.sub.3).sub.2                                                                     "         "   "     " "                                  SO.sub.2 C.sub.6 H.sub.11                                                               "            "         "   "     " "                                  H        4-CN         "         "   "     " "                                  "        "            "         "   "     2 "                                  "        "            "         "   "     3 "                                  "        "            "         "   "     4 "                                  "        "            "         "   "     5 "                                  "        "            "         "   "     6 "                                  "        "            "         "   2-CH.sub.3                                                                           1 "                                  C.sub.6 H.sub.5                                                                         "            "         "   2-Cl  " "                                  "        "            "         "   2-OCH.sub.3                                "        "            "         "   4-OCH.sub.3                                                                          " "                                  "        "            "         "   4-Cl  " "                                  "        "            "         "   4-CH.sub.3                                                                           " "                                  "        "            "         "   4-Cl  2 "                                  "        "            "         "   "     3 "                                  "        "            "         "   "     4 "                                  "        "            "         "   "     5 "                                  "        "            "         "   "     6 "                                  "        "            "         "   2,5-di-Cl                                                                            " "                                  "        "            "         "   2,5-di-CH.sub.3                                                                      " "                                  __________________________________________________________________________

                                      TABLE 19                                     __________________________________________________________________________      ##STR60##                                                                     Substituents on                                                                Ring G             (R.sub.1).sub.m                                                                           R.sub.2        Z     n M                         __________________________________________________________________________     3,5-di-CN4-CH.sub.3                                                                               None       C.sub.2 H.sub.5                                                                               H     1 K.sup.+                   "                  "          C.sub.6 H.sub.11                                                                              "     " "                         "                  "          C.sub.6 H.sub.5                                                                               "     " "                         "                  3-CH.sub.3 C.sub.2 H.sub.5                                                                               "     " "                         3-CN5-C.sub.6 H.sub.5                                                                             "          CH.sub.2 C.sub.6 H.sub.5                                                                      "     " "                         3-COOCH.sub.35-C.sub.6 H.sub.5                                                                    "          CH.sub.2 CH.sub.2 OCH.sub.3                                                                   "     " "                         3-CONH.sub.25-C.sub.6 H.sub.5                                                                     "          CH.sub.2 CH.sub.2 CONH.sub.2                                                                  "     " "                         3-CONHC.sub.2 H.sub.55-C.sub.6 H.sub.5                                                            "          CH.sub.2 CH.sub.2 Cl                                                                          "     " "                         3-COOCH.sub.3      3-NHCOCH.sub.3                                                                            C.sub.2 H.sub.5                                                                               "     " "                         3-CN               2-CH.sub.35-NHCOCH.sub.3                                                                  H              "     " "                         3-CN4-CH.sub.35-COOC.sub.2 H.sub.5                                                                2-OCH.sub.35-CH.sub.3                                                                     "              "     " "                         "                  2-Cl       "              "     " "                         "                  2-CH.sub.3 "              "     " "                         "                  2,5-di-Cl  "              "     " "                         3-CN4-CH.sub.35-COCH.sub.3                                                                        2-OCH.sub.35-Cl                                                                           "              "     " "                         3-COOCH.sub.34-CH.sub.35-CN                                                                       2-OCH.sub.35-CH.sub.3                                                                     "              "     " "                         3-COOCH.sub.34-CH.sub.35-COC.sub.6 H.sub.5                                                        2,5-di-CH.sub.3                                                                           "              "     " Na.sup.+                    3-COOCH.sub.35-COC.sub.6 H.sub.5                                                                3-CH.sub.3                                                                                 ##STR61##     "     " "                           3-COOCH.sub.35-COCH(CH.sub.3).sub.2                                                             3-CH.sub.3                                                                                 ##STR62##     "     " "                           "                3-CH.sub.3                                                                                 ##STR63##     "     " NH.sub.4.sup.+              "                3-CH.sub.3                                                                                 ##STR64##     "     " K.sup.+                     "                3-CH.sub.3 CH.sub.2 CH.sub.2 NHSO.sub.2 CH.sub.3                                                         "     " "                         "                  3-CH.sub.3 CH.sub.2 CH.sub.2 CH.sub.2 NHCOCH.sub.3                                                       "     " "                         "                  None       CH.sub.3       "     " "                         3-SO.sub.2 C.sub.6 H.sub.5 5-COCH                                                                 3-CH.sub.3 CH.sub.2 CH(CH.sub.3).sub.2                                                                   "     " "                         3-SO.sub.2 CH.sub.35-CN                                                                           "          CH.sub.2 C.sub.6 H.sub.11                                                                     "     " "                         3-SO.sub.2 C.sub.6 H.sub.55-Br                                                                    "          CH.sub.2 CH.sub.2 OC.sub.6 H.sub.5                                                            "     " "                         3,5-di-SO.sub.2 CH.sub.3                                                                          "          CH(CH.sub.3).sub.2                                                                            "     " "                         3,5-di-SO.sub.2 NH.sub.2                                                                          H          CH.sub.2 CH.sub.3                                                                             "     " K.sup.+                   3,5-di-SO.sub.2 N(C.sub.2 H.sub.5).sub.2                                                          "          CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2                                           OC.sub.2 H.sub.5                                                                              "     " "                         3-CN5-COCH.sub.3   3-CH.sub.3 Ab,4 CH.sub.2 CH.sub.3                                                                        "     " "                         3-CN5-COOC(CH.sub.3).sub.2                                                                        "          "              "     " "                         3-CN5-COOC.sub.2 H.sub.5                                                                          "          "              "     " "                         3-CONH.sub.25-COOC.sub.2 H.sub.5                                                                  "          "              "     " "                         3-CONH.sub.25-COCH(CH.sub.3).sub.2                                                                3-NHCOC.sub.6 H.sub.5                                                                     "              "     " "                         3-CONHC.sub.2 H.sub.4 OH5-COCH(CH.sub.3).sub.2                                                    3-NHCONHC.sub.2 H.sub.5                                                                   "              "     " "                         "                  3-NHCOCH.sub.2 OCH.sub.3                                                                  "              "     " "                         "                  3-NHCOC.sub.6 H.sub.11                                                                    "              "     " "                         "                  3-NHCOOC.sub.2 H.sub.5                                                                    "              "     " "                         "                  3-NHCOCH.sub.2 CN                                                                         "              "     " "                         3-CONHC.sub.3 H.sub.6 OCH.sub.35-COCH(CH.sub.3).sub.2                                             "          "              2-CH.sub.3                                                                           " "                         3-CONHC.sub.4 H.sub.9n-5-COCH(CH.sub.3).sub.2                                                     None       "              2-Cl  " "                         3-CONHC.sub.2 H.sub.4 OH5-COCH(CH.sub.3).sub.2                                                    "          "              4-OCH.sub.3                                                                          " "                         3-COOCH.sub.35-SO.sub.2 CH.sub.3                                                                  3-CH.sub.3 "              2,5-di-Cl                                                                            " "                         3-CONHC.sub.2 H.sub.55-SO.sub.2 CH.sub.3                                                          "          "              2,5-di-CH.sub.3                                                                      " "                         3-CONH.sub.25-SO.sub.2 CH.sub.3                                                                   "          "              4-Cl  " "                         3-CONH.sub.25-SO.sub.2 C.sub.4 H.sub.9 -n                                                         "          "              4-Br  " "                         3-COOCH.sub.34-CH.sub.35-SCN                                                                      "          "              H     2 "                         3-CHO4-CH.sub.3    "          "              "     3 "                         3-CONH.sub.25-C.sub.6 H.sub.4p-CH.sub.3                                                           "          "              "     4 "                         3-CN5-COOC.sub.2 H.sub.5                                                                          "          "              "     5 "                         3-COOCH.sub.35-COCH(CH.sub.3).sub.2                                                               "          "              "     6 "                         __________________________________________________________________________

                                      TABLE 20                                     __________________________________________________________________________      ##STR65##                                                                     Substituents on                                                                Ring G             (R.sub.1).sub.m                                                                          R.sub.3                                                                           R.sub.4                                                                              Z     n M                                __________________________________________________________________________     3-CONHC.sub.2 H.sub.55-COCH(CH.sub.3).sub.2                                                       None      CH.sub.3                                                                          CH.sub.3                                                                             H     1 K.sup.+                          "                  "H        CH.sub.3                                                                          "     "     "                                  3-CONH.sub.25-COCH(CH.sub.3).sub.2                                                                7-CH.sub.3                                                                               "  "     "     " "                                "                  "         CH.sub.3                                                                          "     "     " "                                "                  7-CH.sub.3                                                                               H  CH(CH.sub.3).sub.2                                                                   "     " "                                "                  7-OCH.sub.3                                                                              "  CH.sub.3                                                                             "     " "                                "                  5-OCH.sub.3, 8-CH.sub.3                                                                  "  "     "     " "                                "                  5,8-di-OCH.sub.3                                                                         "  "     "     " "                                "                  5,8-di-CH.sub.3                                                                          "  "     "     " "                                "                  7-Cl      "  "     "     " "                                "                  5,8-di-Cl "  "     "     " "                                3-COOCH.sub.35-COCH(CH.sub.3).sub.2                                                               None      "  "     "     " Na.sup.+                         "                  5-OCH.sub.3, 8-CH.sub.3                                                                  CH.sub.3                                                                          "     "     " "                                "                  7-NHCHO   "  "     "     " "                                "                  7-NHCOCH.sub.3                                                                           "  "     "     " "                                "                  7-NHCOCH.sub.2 OCH.sub.3                                                                 "  "     "     " "                                3,5-di-CN4-CH.sub.3                                                                               7-NHCOOC.sub.2 H.sub.5                                                                   "  "     "     " "                                "                  7-NHCOC.sub.6 H.sub.5                                                                    "  "     "     " "                                "                  7-NHCONHC.sub.2 H.sub.5                                                                  "  "     "     " K.sup.+                          "                  7-NHCOC.sub.6 H.sub.11                                                                   "  "     "     " "                                "                  None      "  "     "     " "                                3-CONH.sub.25-C.sub.6 H.sub.5                                                                     7-CH.sub.3                                                                               H  "     "     " "                                "                  "         "  H     "     " "                                3-COOCH.sub.35-C.sub.6 H.sub.5                                                                    "         "  CH.sub.3                                                                             "     " "                                3-COOCH.sub.35-COCH.sub.3                                                                         "         "  "     "     " "                                3-CN5-COOC.sub.2 H.sub.5                                                                          "         "  "     "     " "                                3-CN4-CH.sub.35-COOC.sub.2 H.sub.5                                                                "         "  "     "     " "                                3-CN4-CH.sub.35-COCH.sub.3                                                                        "         "  "     "     " "                                3-COOCH.sub.34-CH.sub.35-CN                                                                       7-OCH.sub.3                                                                              "  "     "     " "                                3-CN4-CH.sub.35-CO.sub.2 CH.sub.2 CH.sub.2 OC.sub.2 H.sub.5                                       7-CH.sub.3                                                                               "  "     "     " "                                3-SO.sub.2 C.sub.6 H.sub.55-COCH.sub.3                                                            "         "  "     "     " "                                3-SO.sub.2 C.sub.6 H.sub.4p-Cl5-COCH.sub.3                                                        "         "  "     "     " "                                3-SO.sub.2 CH.sub.35-CN                                                                           "         "  "     "     " "                                3-COOCH.sub.35-Br  "         "  "     "     " "                                3-COOCH.sub.35-SCN "         "  "     "     " "                                3-CONHC.sub.2 H.sub.4 OH5-COCH(CH.sub.3).sub.2                                                    None      "  "     "     " "                                3-CONHC.sub.3 H.sub.6 OCH.sub.35-COCH(CH.sub.3).sub.2                                             "         "  "     "     " "                                3-CN5-SO.sub.2 CH.sub.3                                                                           "         "  "     "     " "                                3,5-di-SO.sub.2 NH.sub.2                                                                          "         "  "     "     " "                                3,5-di-SO.sub.2 NHC.sub.2 H.sub.5                                                                 7-CH.sub.3                                                                               "  "     "     " "                                3-COOCH.sub.35-COC.sub.6 H.sub.5                                                                  "         "  "     "     " "                                3-CONHC.sub.4 H.sub.9n-5-COC.sub.6 H.sub.5                                                        "         "  "     "     " "                                3-COOCH.sub.35-SO.sub.2 CH.sub.3                                                                  "         "  "     "     " "                                3-CONHC.sub.2 H.sub.4 OH5-SO.sub.2 CH.sub.3                                                       "         "  "     "     " "                                3-CHO              "         "  "     "     " "                                3-SO.sub.2 C.sub.6 H.sub.5                                                                        "         "  "     "     " "                                3-CONHC.sub.2 H.sub.55-COCH(CH.sub.3).sub.2                                                       "         "  "     2-Cl  " "                                "                  "         "  "     2-CH.sub.3                                                                           " "                                "                  "         "  "     3-CH.sub.3                                                                           " "                                "                  "         "  "     4-OCH.sub.3                                                                          " "                                "                  "         "  "     2,5-di-CH.sub.3                                                                      " Na.sup.+                         "                  "         "  "     2,5-di-Cl                                                                            " "                                "                  "         "  "     H     2 "                                "                  "         "  "     "     3 "                                "                  "         "  "     "     4 "                                3-COOCH.sub.34CH.sub.35-CONH.sub.2                                                                "         "  "     "     5 "                                "                  41        "  "     "     6 "                                __________________________________________________________________________

                                      TABLE 21                                     __________________________________________________________________________      ##STR66##                                                                     Substituents on                                                                Ring G             (R.sub.1).sub.m                                                                          R.sub.3                                                                            Z     n M                                     __________________________________________________________________________     3-COOCH.sub.35-COCH(CH.sub.3).sub.2                                                               None      H   H     1 Na.sup.+                              3-CONH.sub.25-COCH(CH.sub.3).sub.2                                                                6-CH.sub.3                                                                               "   "     " "                                     3-CN5-COCH(CH.sub.3).sub.2                                                                        "         3-CH.sub.3                                                                         "     " "                                     "                  6-OCH.sub.3                                                                              "   "     " "                                     3-CONH.sub.25-C.sub.6 H.sub.5                                                                     "         H   "     " "                                     "                  6-CH.sub.3                                                                               3-CH.sub.3                                                                         "     " "                                     "                  "         "   "     " "                                     3-CN5-C.sub.6 H.sub.5                                                                             "         "   "     " "                                     3-CONHC.sub.2 H.sub.4 OH5-C.sub.6 H.sub.5                                                         "         "   "     " "                                     3-CONHC.sub.2 H.sub.55-COC.sub.6 H.sub.5                                                          "         "   "     " "                                     3-CONHCH.sub.35-COC.sub.6 H.sub.5                                                                 "         "   "     " "                                     3-CNCH.sub.35-COOC.sub.2 H.sub.5                                                                  "         "   "     " "                                     3-CNCH.sub.35-COOC.sub.2 H.sub.4 OCH.sub.3                                                        "         "   "     " "                                     3-CHO4,5-di-CH.sub.3                                                                              "         "   "     " "                                     3-CN4-CH.sub.35-SCH.sub.3                                                                         6-NHCOCH.sub.3                                                                           "   "     " K.sup.+                               3-COOCH.sub.34-CH.sub.35-CONH.sub.2                                                               6-NHCOC.sub.6 H.sub.5                                                                    "   "     " "                                     3-CONH.sub.24-CH.sub.35-CN                                                                        6-NHCOC.sub.4 H.sub.9 -n                                                                 "   "     " "                                     3,5-di-CN4-CH.sub.3                                                                               6-NHCONHC.sub.2 H.sub.5                                                                  "   "     " "                                     "                  6-NHCOCH.sub.2 OCH.sub.3                                                                 "   "     " "                                     "                  6-NHCOCH.sub.2 CN                                                                        "   "     " "                                     "                  6-CH.sub.3                                                                               "   "     " Na.sup.+                              3-CONH.sub.24-CH.sub.35-COOCH.sub.3                                                               "         "   "     " "                                     3-SO.sub.2 CH.sub.35-COCH.sub.3                                                                   "         "   "     " "                                     3-SO.sub.2 C.sub.6 H.sub.55-COCH.sub.3                                                            "         "   "     " "                                     3-SO.sub.2 C.sub.6 H.sub.4p-Cl5-COCH.sub.3                                                        "         "   "     " "                                     3-SO.sub.2 CH.sub.35-Br                                                                           "         "   "     " "                                     3,5-di-SO.sub.2 CH.sub.3                                                                          "         "   "     " "                                     3,5-di-SO.sub.2 NH.sub.2                                                                          "         "   "     " "                                     3,5-di-SO.sub.2 NHC.sub.2 H.sub.5                                                                 "         "   "     " "                                     3-CONHC.sub.2 H.sub.4 OH 5-COCH(CH.sub.3).sub.2                                                   6-NHCHO   "   "     " "                                     3-CONHC.sub.3 H.sub.6 OCH.sub.35-COCH(CH.sub.3).sub.2                                             6-CH.sub.3                                                                               "   "     " "                                     3-CONHC.sub.2 H.sub.4 NHCOCH.sub.3                                                                "         "   "     " "                                     3-CONHC.sub.4 H.sub.9n-5-C.sub.6 H.sub.5                                                          "         "   "     " "                                     3-CN5-COOC.sub.2 H.sub.5                                                                          "         "   "     " "                                     3-CN4-CH.sub.35-COOCH(CH.sub.3).sub.2                                                             "         "   "     " "                                     3-CN4-CH.sub.35-CONHC.sub.2 H.sub.5                                                               "         "   "     " "                                     3-CN4-CH.sub.35-CONHC.sub.6 H.sub.5                                                               "         "   "     " "                                     3-CONH.sub.25-SO.sub.2 CH.sub.3                                                                   "         "   "     " "                                     3-CONH.sub.25-COCH(CH.sub.3).sub.2                                                                "         "   "     " "                                     "                  "         "   2-CH.sub.3                                                                           " "                                     "                  "         "   3-CH.sub.3                                                                           " "                                     "                  "         "   4-CH.sub.3                                                                           " "                                     "                  "         "   4-Cl  " "                                     "                  "         "   4-OCH.sub.3                                                                          " "                                     3-CONHC.sub.2 H.sub.55-COCH(CH.sub.3).sub.2                                                       "         "   4-Br  " "                                     "                  "         "   2-CH.sub.3                                                                           " "                                     "                  "         "   3-Cl  " "                                     "                  "         "   4-OCH.sub.3                                                                          " "                                     "                  "         "   2,5-di-CH.sub.3                                                                      " "                                     "                  "         "   2,5-di-Cl                                                                            " "                                     "                  "         "   4-Br  " "                                     "                  "         "   4-I   " "                                     "                  "         "   H     2 "                                     "                  "         "   "     3 "                                     "                  "         "   "     4 "                                     "                  "         "   "     5 "                                     "                  "         "   "     6 "                                     __________________________________________________________________________

                                      TABLE 22                                     __________________________________________________________________________      ##STR67##                                                                     Substituents on                                                                Ring H     (R.sub.1).sub.m                                                                      R.sub.2   Z     n M                                           __________________________________________________________________________     None       None  C.sub.2 H.sub.5                                                                          H     1 Na.sup.+                                    4-CH.sub.3 "     "         "     " "                                           4-CH.sub.35-CN                                                                            "     "         "     " "                                           5-CN       "     "         "     " "                                           5-CHO      3-CH.sub.3                                                                           "         "     " "                                           4-C.sub.6 H.sub.55-CHO                                                                    "     CH.sub.3  "     " "                                           "          2,5-di-CH.sub.3                                                                      H         "     " "                                           4-C.sub.6 H.sub.55-CN                                                                     3-Cl  "         "     " "                                           5-SCN      3-CH.sub.3                                                                           CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3                                                      "     " "                                           5-COOCH.sub.3                                                                             "     CH.sub.2 CH.sub.2 OCH.sub.3                                                              "     " "                                           "          "     CH.sub.2 CH.sub.2 CN                                                                     "     " "                                           "          "     CH.sub.2 CH.sub.2 Cl                                                                     "     " "                                           "          "     CH.sub.2 CH.sub.2 CONH.sub.2                                                             "     " "                                           "          "     C.sub.6 H.sub.5                                                                          "     " "                                           "          "     C.sub.6 H.sub.11                                                                         "     " "                                           "          "     CH.sub.2 CH.sub.2 OH                                                                     "     " "                                           "          "     CH.sub.2 CH.sub.2 C.sub.6 H.sub.5                                                        "     " "                                           "          "     CH.sub.2 CH.sub.2 COOCH.sub.3                                                            "     " "                                           5-CONH.sub.2                                                                              None  C.sub.2 H.sub.5                                                                          "     " "                                           5-CONHC.sub.2 H.sub. 5                                                                    "     "         "     " "                                           5-CON(C.sub.2 H.sub.5).sub.2                                                              "     "         "     " "                                           5-CONHC.sub.2 H.sub.4 OH                                                                  "     "         "     " H.sup.30                                    5-CO.sub.2 C.sub.2 H.sub.5                                                                "     "         "     " "                                           5-CO.sub.2 C.sub.4 H.sub.9n                                                               "     "         "     " "                                           5-SCH.sub.3                                                                               "     "         "     " "                                           5-SC.sub.2 H.sub.4 OH                                                                     "     "         "     " "                                           5-SO.sub.2 CH.sub.3                                                                       "     "         "     " NH.sub.4.sup.+                              5-SO.sub.2 CH.sub.2 CH.sub.2 OH                                                           "     "         "     " "                                           5-SO.sub.2 NH.sub.2                                                                       "     "         "     " "                                           5-SO.sub.2 NHC.sub.2 H.sub.4 OH                                                           "     "         "     " "                                           5-SO.sub.2 N(C.sub.2 H.sub.5).sub.2                                                       "     "         "     " "                                           5-SO.sub.2 NHC.sub.6 H.sub.11                                                             "     "         "     " "                                           5-SO.sub.2 C.sub.6 H.sub.5                                                                "     "         "     " "                                           4-CH.sub.2 Cl                                                                             "     "         "     " "                                           4-CF.sub.3 "     "         "     " "                                           4-CH.sub.35-COCH.sub.3                                                                    "     "         "     " Na.sup.+                                    5-COC.sub.6 H.sub.5                                                                       "     "         "     " "                                           5-COCH.sub.3                                                                              "     "         "     " "                                           5-NNC.sub.6 H.sub.5                                                                       "     "         "     " "                                           5-Br       "     "         "     " "                                           4-CH.sub.35-COOC.sub.2 H.sub.5                                                            3-CH.sub.3                                                                           CH.sub.3  "     " K.sup.+                                     "          None  C.sub.4 H.sub.9n                                                                         2-CH.sub.3                                                                           " "                                           "          "     C.sub.2 H.sub.5                                                                          3-CH.sub.3                                          "          "     "         4-Cl  " "                                           "          "     "         2,5-di-Cl                                                                            " "                                           "          "     "         2,5-di-CH.sub.3                                                                      " "                                           "          "     "         4-OCH.sub.3                                                                          " "                                           "          "     "         4-Br  " "                                           "          "     "         4-I   " "                                           4-CH.sub.35-COOCH.sub.3                                                                   "     "         4-CH.sub.3                                                                           2 "                                           "          "     "         2-Cl  3 "                                           "          "     "         3-Cl  4 "                                           "          "     "         H     2 "                                           "          "     "         "     3 "                                           "          "     "         "     4 "                                           "          "     "         "     5 "                                           "          "     "         "     6 "                                           __________________________________________________________________________

                                      TABLE 23                                     __________________________________________________________________________      ##STR68##                                                                     Substituents on                                                                Ring H    (R.sub.1).sub.m                                                                         R.sub.3                                                                           R.sub.4                                                                           Z     n M                                             __________________________________________________________________________     None      None     H  CH.sub.3                                                                          H     1 Na.sup.+                                      4-CH.sub.3                                                                               7-CH.sub.3                                                                              "  "  "     " "                                             4-C.sub.6 H.sub.5                                                                        "        "  "  "     " "                                             4-CF.sub.3                                                                               "        "  "  "     " "                                             5-CONH.sub.2                                                                             "        "  "  "     " "                                             5-CON(C.sub.2 H.sub.5).sub.2                                                             "        "  "  "     " "                                             5-CN      "        "  "  "     " "                                             5-SCN     "        "  "  "     " "                                             5-CO.sub.2 CH.sub.3                                                                      "        "  "  "     " "                                             5-CO.sub.2 C.sub.2 H.sub.4 OCH.sub.3                                                     "        "  "  "     " "                                             5-CHO     "        "  "  "     " "                                             4-C.sub.6 H.sub.55-CHO                                                                   "        "  "  "     " "                                             5-SC.sub.4 H.sub.9n                                                                      "        "  "  "     " "                                             5-SO.sub.2 C.sub.4 H.sub.9n                                                              "        "  "  "     " "                                             5-SO.sub.2 NH.sub.2                                                                      "        "  "  "     " "                                             5-SO.sub.2 NHC.sub.2 H.sub.4 OH                                                          "        "  "  "     " "                                             5-SO.sub.2 N(C.sub.2 H.sub.5).sub.2                                                      "        "  "  "     " "                                             5-SO.sub.2 NHC.sub.6 H.sub.5                                                             "        "  "  "     " "                                             5-NNC.sub.6 H.sub.5                                                                      "        "  "  "     " "                                             5-COOH.sub.3                                                                             "        "  "  "     " "                                             5-COC.sub.6 H.sub.5                                                                      "        "  "  "     " "                                             5-SO.sub.2 C.sub.6 H.sub.5                                                               "        "  "  "     " "                                             5-CO.sub.2 CH.sub.3                                                                      None     CH.sub.3                                                                          "  "     " "                                             "         "        H  H  "     " "                                             "         7-CH.sub.3                                                                              CH.sub.3                                                                          CH.sub.3                                                                          "     " "                                             "         7-NHCOCH.sub.3                                                                          H  CH.sub.3                                                                          "     " "                                             "         7-OCH.sub.3                                                                             "  "  "     " K.sup.+                                       "         7-Cl     "  "  "     " "                                             "         5-CH.sub.38-OCH.sub.3                                                                   "  "  "     " "                                             "         5-CH.sub.38-OC.sub.2 H.sub.5                                                            "  "  "     " "                                             "         5,8-di-CH.sub.3                                                                         "  "  "     " "                                             "         8-OCH.sub.3                                                                             "  "  "     " "                                             "         5,8-di-OCH.sub.3                                                                        "  "  "     " "                                             "         7-NHCHO  "  "  "     " "                                             "         7-NHCO.sub.2 C.sub.2 H.sub.5                                                            "  "  "     " "                                             "         7-NHCOC.sub.6 H.sub.11                                                                  "  "  "     " "                                             "         7-CH.sub.3                                                                              "  "  "     " H.sup.+                                       "         "        "  "  "     " NH.sub.4.sup.+                                4-CH.sub.35-CO.sub.2 CH.sub.3                                                            "        "  "  "     " K.sup.+                                       "         "        "  "  "     " "                                             "         "        "  "  4-OCH.sub.3                                                                          " "                                             "         "        "  "  4-Br  " "                                             "         "        "  "  2-Cl  " "                                             "         "        "  "  4-CH.sub.3                                                                           " "                                             "         "        "  "  3-Cl  " "                                             "         "        "  "  2,5-di-Cl                                                                            " "                                             "         "        "  "  2,5-di-CH.sub.3                                                                      " "                                             4-CH.sub.35-CO.sub.2 C.sub.2 H.sub.5                                                     7-NHCOCH.sub.3                                                                          CH.sub.3                                                                          CH.sub.3                                                                          H     " "                                             "         7-OCH.sub.3                                                                             H  CH.sub.3                                                                          "     " "                                             "         H        H  H  "     " "                                             "         7-CH.sub.3                                                                              CH.sub.3                                                                          CH.sub.3                                                                          "     " "                                             "         "        H  CH.sub.3                                                                          "     2 "                                             "         "        "  "  "     3 "                                             "         "        "  "  "     4 "                                             "         "        "  "  "     5 "                                             "         "        "  "  "     6 "                                             __________________________________________________________________________

                  TABLE 24                                                         ______________________________________                                          ##STR69##                                                                       Substituents on                                                              Ring H                                                                           (R.sub.1).sub.m                                                                             R.sub.3      Z    n M                                           ______________________________________                                         None       H            H      H        1 Na.sup.+                             4-CH.sub.3 7-CH.sub.3   "      "       " "                                     4-C.sub.6 H.sub.5                                                                         "            CH.sub.3                                                                              "       " "                                     4-CH.sub.3CN                                                                              "            "      "       " "                                     4-C.sub.6 H.sub.5CHO                                                                      "            "      "       " "                                     4-CH.sub.3SCN                                                                             "            "      "       " "                                      ##STR70## "            "      "       " "                                     5-COC.sub.6 H.sub.5                                                                       "            "      "       " "                                     5-CHO      "            "      "       " "                                     5-CN       "            "      "       " "                                     5-COCH.sub.3                                                                              "            "      " "     "                                       5-SCN      "            "      "       " "                                     5-NNC.sub.6 H.sub.5                                                                       "            "      "       " "                                     5-CONH.sub.2                                                                              "            "      "       " "                                     5-CONHC.sub.2 H.sub.4 OH                                                                  "            "      "       " "                                     5-CON(C.sub.2 H.sub.5).sub.2                                                              "            "      "       " "                                     5-SC.sub.4 H.sub.9n                                                                       "            "      "       " "                                     5-SO.sub.2 C.sub.4 H.sub.9n                                                               "            "      "       " "                                     5-Br       "            "      "       " "                                     5-SO.sub.2 C.sub.6 H.sub.5                                                                "            "      "       " "                                     5-SO.sub.2 NH.sub.2                                                                       "            "      "       " "                                     5-SO.sub.2 NHC.sub.2 H.sub.5                                                              "            "      "       " "                                     5-SO.sub.2 N(C.sub.2 H.sub.5).sub.2                                                       "            "      "       " "                                      ##STR71## "            "      "       " "                                     5-CO.sub.2 C.sub.4 H.sub.9n                                                               "            "      "       " "                                     5-CO.sub.2 C.sub.2 H.sub.4 OCH.sub.3                                                      "            "      "       " "                                     5-CO.sub.2 C.sub.2 H.sub.5                                                                "            "      "       " "                                     4-CF.sub.3 "            "      "       " "                                     4-CH.sub.2 Cl                                                                             "            "      "       " "                                     4-CF.sub.35-Br                                                                            "            "      "       " "                                     5-SO.sub.3 C.sub.6 H.sub.5                                                                "            "      "       " "                                     5-CO.sub.2 C.sub.6 H.sub.5                                                                "            "      "       "  "                                     ##STR72## 7-CH.sub.3   H      "       " NH.sub.4.sup.+                        "          "            H      "       " H.sup.+                               "          "            H      "       " K.sup.+                               "          None         CH.sub.3                                                                              "       " "                                     "          7-OCH.sub.3  "      "       " "                                     "          7-Cl         "      "       " "                                     "          7-NHCOCH.sub.3                                                                              "      "       " "                                     "          7-NHCHO      "      "       " "                                     "          7-NHSO.sub.2 CH.sub.3                                                                       "      "       " "                                     "          7-NHCO.sub.2 CH.sub.3                                                                       "      "       " "                                     "          7-NHCONHC.sub.2 H.sub.5                                                                     "      "       " "                                      ##STR73## 7-CH.sub.3   "      4-CH.sub.3                                                                             " "                                     "          "            "      3-CH.sub.3                                                                             " "                                     "          "            "      2-CH.sub.3                                                                             " "                                     "          "            "      2-Cl    " "                                     "          "            "      3-Cl    " "                                     "          "            "      2,5-di-Cl                                                                              " "                                     "          "            "      2,5-di-CH.sub.3                                                                        " "                                     "          "            "      2-OCH.sub.3                                                                            " "                                     "          "            "      4-OCH.sub.3                                                                            " "                                     "          "            "      H       2 "                                     "          "            "      "       3 "                                     "          "            "      "       4 "                                     "          "            "      "       5 "                                     "          "            "      "       6 "                                     ______________________________________                                    

The invention has been described in detail with particular reference to preferred embodiments thereof, but it will be understood that variations and modifications can be effected within the spirit and scope of the invention. 

We claim:
 1. A compound of the formula: ##STR74## wherein the thiophen-2-yl radical is unsubstituted or substituted with 1-3 groups selected from alkyl, cyano, alkoxycarbonyl, alkanoyl, alkylsulfonyl, arylsulfonyl, carbamoyl, alkylcarbamoyl, aryl, halogen, sulfamoyl, alkylsulfamoyl, and formyl; the coupler C is selected from ##STR75## wherein each R₁ and Z is selected independently from alkyl, alkoxy, alkenyl of 2-6 carbons, halogen, alkanoylamino, and alkylthio; R₂ is selected from hydrogen, alkyl, alkenyl of 2-6 carbons, aryl, cycloalkyl, and ##STR76## R₃ and R₄ are each selected from hydrogen and alkyl; M is H⁺, Na⁺, K⁺, or NH₄ ⁺ ; n is 1-6; and m is 0, 1 or 2; and wherein all of the above defined alkyl, alkoxy, alkylene, alkenyl and cyclic moieties in the definitions of R₁, R₂ and Z are unsubstituted or substituted with 1-3 substituents selected from hydroxy, alkoxy, aryl, aryloxy, cyclohexyl, furyl, alkylcyclohexyl, aroyloxy, alkoxycarbonyl, alkanoyloxy, sulfamoyl, SO₂ NH(aryl), SO₂ NH(alkyl), SO₂ N(dialkyl), NHCOO(alkyl), NHCONH(alkyl), alkanoylamino, alkylsulfonamido, succinimido, glutarimido, phthalimido, 2-pyrrolidono, cyano, carbamoyl, alkylcarbamoyl, alkoxyalkoxy, alkylthio, halogen, arylthio, alkylsulfonyl and arylsulfonyl.
 2. A compound according to claim 1 wherein the thiophen-2-yl is as defined therein, and the coupler has the formula ##STR77## as defined therein.
 3. A compound according to claim 1 wherein the thiophen-2-yl is as defined therein, and the coupler has the formula ##STR78## as defined therein.
 4. A compound according to claim 1 wherein the thiophen-2-yl radical is substituted with 1-3 groups selected from alkyl, cyano, alkoxycarbonyl, alkanoyl, carbamoyl, alkylcarbamoyl, aryl, and formyl.
 5. The compound according to claim 1 having the formula ##STR79##
 6. The compound according to claim 1 having the formula ##STR80##
 7. The compound according to claim 1 having the formula ##STR81##
 8. The compound according to claim 1 having the formula ##STR82##
 9. The compound according to claim 1 having the formula ##STR83##
 10. The compound according to claim 1 having the formula ##STR84## 